Tag: M.W=150-200

Pragathi, Yazala Jyothsna published the artcileIodine promoted synthesis and construction of aromatic thioureas from amines, Synthetic Route of 3696-23-9, the publication is European Journal of Biomedical and Pharmaceutical Sciences (2018), 5(7), 1-3, database is CAplus.

A new facile methodol. for the synthesis of thioureas by desulfurization and addition reaction of the required amines, carbon disulfide and ammonia solution in the presence of DMF solvent using iodine at room temperature The structures of the synthesized compounds were confirmed by IR, and ¹H-NMR methods. The synthetic benefits were operational simplicity, mild reaction conditions, short reaction times, high purity and yield of the products. Considering the com. importance of thioureas, it should be emphasized that implementation of the optimal synthesis of thiourea determined good intermediate for the synthesis heterocyclic compounds having good biol. activity from amines using iodine as a reagent.

European Journal of Biomedical and Pharmaceutical Sciences published new progress about 3696-23-9. 3696-23-9 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Thiourea,Amine,Benzene,Amide, name is 1-(4-Chlorophenyl)thiourea, and the molecular formula is C7H7ClN2S, Synthetic Route of 3696-23-9.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Fuson, Reynold C. published the artcileLevinstein mustard gas. IV. The bis(2-chloroethyl)polysulfides, Recommanded Product: 1,2-Bis(2-chloroethyl)disulfane, the publication is Journal of Organic Chemistry (1946), 487-98, database is CAplus and MEDLINE.

In the preparation of II according to the L. process, a considerable amount of products with a high S content is formed. These products are considered to consist of bis(2-chloroethyl) polysulfides (XXVII) (cf. Conant, et al., loc. cit.). XXVII are identified and synthesized. H₂O₂ (503 g., 30%) is slowly added over a period of 2 hrs. to 624 g. XX with stirring and cooling to maintain a temperature of 50-60°. The mixture is kept 2 hrs. and the H₂O distilled off in vacuo. Heating the crude (HOCH₂CH₂)₂S₂ (XXVIII) with 2800 cc. concentrated HCl on a steam bath for 0.5 hr. gives 94% III, b_0.4 97-8°, n_D²⁰ 1.5656. An apparatus for a continuous process for the preparation of III is described. When to Na₂S₃, prepared by dissolving 256 g. S and 960 g. Na₂S.9II₂O in 1300 cc. H₂O, 644 g. HOCH₂CH₂Cl (XXIX) is added over a period of 0.5 hr. with cooling with ice-H₂O, the mixture stirred an addnl. 4 hrs., the oily layer separated, and the H₂O and excess XXIX are distilled off in vacuo, 80% (HOCH₂CH₂)₂S₃ is obtained and is converted with SOCl₂ into crude IV which is purified by distillation at 0.01 mm. The fractions with n_D 1.59-1.62 are crystallized from absolute EtOH, giving pure IV, m. 30.5-1.5°, n_D²⁰ 1.6110. When 120 g. II from the Levinstein process is stirred with H₂O for 11 days and the H₂O frequently changed until the H ion concentration becomes negligible, 29.1% unhydrolyzed XXVII is obtained and dissolved in Cellosolve (XXX). S (77.5 g.) and a small amount of viscous oil are filtered off and the XXX is washed out with H₂O, leaving crude (ClCH₂CH₂)₂S₅ (XXXI), n_D²⁰ 1.6763. Calculated on the S recovered, the original XXVII has the composition (ClCH₂ CH₂)₂S_7.5. XXXI is further purified by steam distillation to remove any III and IV. The residual XXXI is treated again with XXX, washed with H₂O, taken up in ether, and the ether solution dried and evaporated, giving 70% pure XXXI, n_D²⁰ 1.6853, d_D²⁰ 1.5013. When IV is treated 6-36 hrs. at temps, ranging from 115-40° with various mol. amounts of S, homogeneous products are obtained. These compounds, when kept in the refrigerator for several days, deposit S in amounts equal to the amount used in excess of that required to form XXXI. Treatment of the products with XXX gives XXXI. III and S at 145-50° for 20-30 hrs. also give XXXI. On treatment of the hydrolysis products of II with XXX, a small amount of alc.-insoluble oil (the analysis of which agrees with C₄H₈Cl₂S₁₁), which slowly deposits S on standing, is obtained. Me₂S₄, b_1.5 68-70°, n_D²⁰ 1.6621, d₄²⁰ 1.3008, is prepared according to the method of Levi and Baroni (C.A. 23, 4927) in 25% yield. An attempt to sulfurize III with Me₂S₄ failed. When 0.14 mol. Me₂S₄ and 0.06 mol. IV are heated at 35-40° and 3-4 mm., Me₂S₃, n_D²⁰ 1.5999, slowly distills, and, on raising the temperature to 120° for 2 hrs., 50% XXXI, n_D²⁰ 1.6850, is obtained. Sulfurization of XXXI with Me₂S₄ 4 hrs. at 75° in a N atm. and finally at 130° several hrs., gives 97% (ClCH₂CH₂)₂S₇ (XXXII), n_D²⁰ > 1.74, which deposits S upon standing. When treated with NH₃, XXXII is reconverted into XXXI. When the sulfurization is carried out by using a large amount of Me₂S₄, higher polysulfides are formed which lose S rapidly upon standing. When XXXI is subjected to a steam distillation and the residue is allowed to stand for 1 week, no S is deposited. The residue, n_D²⁰ 1.702, has the composition (ClCH₂CH₂)₂S_5.5. When 10 g. XXXI is heated with 9 g. S at 110° for 3 days, (ClCH₂CH₂)₂S₁₂, red viscous oil, is obtained. IV, when shaken with finely divided S, dissolves 4.4% S, while XXXI dissolves 7.4%. In lieu of XXX, moist NH₃ can be used for the stripping of XXVII, resulting in the formation of XXXI. When the stripping is carried out with NH₃ in the presence of XXX or ether, IV is obtained. When XXXI is refluxed with Me₂CO for 2 days, a XXVII is obtained, corresponding approx. to a tetrasulfide, n_D²⁰ 1.6545. Steam distillation of XXXI gives an impure IV, m. 13°, n_D²⁰ 1.611. On heating of IV at 145-60° and 0.5 mm., III, n_D²⁰ 1.5690, distills, leaving a mixture of S and XXVII from which no IV can be isolated. III and IV are quite stable to hydrolysis with H₂O. By exhaustive hydrolysis of II from the L. process and stripping the residue with XXX, a mixture of III and XXXI, n_D²⁰ 1.6740, is obtained. From this n_D and on the basis of n_D²⁰ 1.6835 for XXXI and 1.5656 for III, a content of 1.8% III is calculated for the original II. When 3.1 g. III is slowly added to 5.5 g. com. 90% thiosalicylic acid and 2.6 g. NaOH in 150 cc. 95% EtOH, the mixture refluxed h 1 hr., and poured into 400 cc. H₂O, acidification of the solution with dilute HCl precipitates 5.1 g. of a compound, C₁₈H₁₈O₄S₄, crystals from EtOH, m. 185-6°. Heating 7 g. III in 50 cc. MeOH with 165 g. XXII in 125 cc. MeOH and 15 cc. H₂O 2 hrs. on a steam bath gives 92% of a compound, C₁₄H₂₄N₂O₂S₆, fine needles from 95% EtOH, m. 109-10°. III and piperidine give 53% bis[2-(1-piperidyl)ethyl] disulfide, oil, n_D²⁰ 1.5478 (di-HCl salt, crystals, m. 236°). The structure of XXVII is discussed and it is concluded that III and IV possess a linear structure rather than an angular one. Structure XXXIa is proposed for XXXI.

Journal of Organic Chemistry published new progress about 1002-41-1. 1002-41-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 1,2-Bis(2-chloroethyl)disulfane, and the molecular formula is C4H8Cl2S2, Recommanded Product: 1,2-Bis(2-chloroethyl)disulfane.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Fuson, Reynold C. published the artcileLevinstein mustard gas. I. 2-Haloalkylsulfenyl halides, SDS of cas: 1002-41-1, the publication is Journal of Organic Chemistry (1946), 469-74, database is CAplus and MEDLINE.

In the reaction mechanism postulated by Conant, et al. ( C.A. 14, 1677), ClCH₂CH₂SCl (I) is suggested as an intermediate in the formation of (ClCH₂CH₂)₂S (II) although I has never been obtained in a pure state. When 169 g. Cl is passed into 453 g. (ClCH₂CH₂)₂S₂ (III) in dry CCl₄ at such a rate that the temperature does not exceed 10° the solvent distilled off, and the residue fractionated, 57-79% I, b₁₅ 47-7.5° n_D²⁰ 1.5290, is obtained. I, orange liquid, is moderately stable when kept in a brown bottle in the refrigerator. The residue (173 g.) from the distillation, on further fractionation, gives III and a new compound, C₄H₇Cl₃S₂, yellow liquid, n_D^21.8 1.5768. When I is treated with KI, III is formed with liberation of iodine. When I is treated with H₂O, III, b₂ 83-8°, n_D²⁰ 1.5670, m. 1° is formed, in addition to an unidentified product, probably the thiosulfonic ester. When equal mols. I and S are heated for 3 h. at 60-5° and distilled, S₂Cl₂, III and (ClCH₂CH₂)₂S₃ (IV) are obtained. Oxidation of 4.8 g. I with 30 cc. HNO₃ (d. 1.42) on a steam bath, evaporation to dryness, dissolution of the residue in an excess of NH₄OH, and evaporation again give 79% ClCH₂CH₂SO₂ONH₄, m. 191-3°. When CH₂:CH₂ is passed into 10 g. I in 90 cc. CCl₄, the solution is decolorized with formation of 70% II, b₁ 54-5°, n_D²⁰ 1.5281. I and cydohexene (V) give 69% 2-chlorocyclohexyl 2-chloroethyl sulfide (VI), b_0.2 84-6° (p-tolylsulfonylsulfilimine, prepared by treating VI with Chloramine-T, m. 145.5-6° (preheated bath)). When 185 g. I is dropped into 1500 cc. AcOEt over a period of 2 h. saturated with CHCH at 0° with continuous introduction of CHCH, 56% 2-chloroethyl 2-chlorovinyl sulfide, b_0.15 30°, b_0.75 46°, m. -24° n_D²⁰ 1.5480 (p-tolylsulfonylsulfilimine m. 105-5.5° sulfone, platelets from petr. ether, m. 37.5-8°), is obtained. When 35 g. I and Me₂CO are allowed to react, HCl is evolved and the solution becomes colorless, giving acetonyl 2-chloroethyl sulfide, b_0.75 76-85° (semicarbazone m. 145-6°). When I and piperazine are allowed to react according to Rheinboldt and Mott (C.A. 33, 4959.4), 1,4-bis(2-chloroethylmercapto)piperazine, needles from EtOH, m. 117-18° is obtained. When III is treated with Br in 150 cc. CCl₄, ClCH₂CH₂SBr is obtained after distilling off the solvent in vacuo at room temperature It decomposes on distillation at 3 mm. When V is added to the bromination reaction mixture, 75% 2-bromocyclohexyl 2-chloroethyl sulfide is formed, decomposing slightly on distillation at 0.35 mm. (p-tolylsulfonylsulfilimine, crystals from EtOH, m. 145-6°).

Journal of Organic Chemistry published new progress about 1002-41-1. 1002-41-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 1,2-Bis(2-chloroethyl)disulfane, and the molecular formula is C4H8Cl2S2, SDS of cas: 1002-41-1.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Gasparini, Giulio published the artcileExploiting neighboring-group interactions for the self-selection of a catalytic unit, Related Products of chlorides-buliding-blocks, the publication is Angewandte Chemie, International Edition (2008), 47(13), 2475-2479, database is CAplus and MEDLINE.

A tethering strategy is used to self-select groups that assist in the cleavage of a neighboring carboxylic ester moiety. A correlation is observed between the amplification at thermodn. equilibrium and the catalytic efficiency.

Angewandte Chemie, International Edition published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, Related Products of chlorides-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

D’Agostino, P. A. published the artcileGas chromatographic retention indexes of sulfur vesicants and related compounds, Safety of 1,2-Bis(2-chloroethyl)disulfane, the publication is Journal of Chromatography (1988), 436(3), 399-411, database is CAplus and MEDLINE.

Temperature-programmed retention indexes, relative to a normal alkane homologous series, were determined for 37 sulfur vesicant or vesicant-related compounds using DB-1, DB-5, and DB-1701 fused-silica capillary columns. Many of the compounds, including long chain dichloro, vinylchloro, vinyl alc. and macrocyclic compounds have either not been previously identified or have not been associated with sulfur vesicant anal. Reproducibility of the retention indexes, based on Van den Dool’s equation, was excellent over the course of the study. In addition, changes in retention index (ΔRI), which may enable the prediction of uncharacterized homolog chromatog. behavior, were calculated for several homologous series.

Journal of Chromatography published new progress about 1002-41-1. 1002-41-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 1,2-Bis(2-chloroethyl)disulfane, and the molecular formula is C4H8Cl2S2, Safety of 1,2-Bis(2-chloroethyl)disulfane.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

D’Agostino, P. A. published the artcileGas chromatographic retention indexes of chemical warfare agents and simulants, HPLC of Formula: 1002-41-1, the publication is Journal of Chromatography (1985), 331(1), 47-54, database is CAplus.

Temperature-programmed retention indexes, relative to a homologous n-alkane series, were determined for 22 chem. warfare agents and simulants using fused-silica capillary columns coated with DB-1, DB-5, DB-1701, and DBWAX films. Reproducibility of retention indexes, based on Van den Dool’s equation, was excellent over the course of the study. The applicability of this method for compound verification was demonstrated by the anal. of a soil sample containing chem. warfare agents. In addition, an on-column injector of the design was evaluated for use with wide bore fused-silica capillary columns.

Journal of Chromatography published new progress about 1002-41-1. 1002-41-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 1,2-Bis(2-chloroethyl)disulfane, and the molecular formula is C4H8Cl2S2, HPLC of Formula: 1002-41-1.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

D’Agostino, Paul A. published the artcileCapillary column isobutane chemical ionization mass spectrometry of mustard and related compounds, Application of 1,2-Bis(2-chloroethyl)disulfane, the publication is Biomedical & Environmental Mass Spectrometry (1988), 15(10), 553-64, database is CAplus and MEDLINE.

Capillary column isobutane chem. ionization was an excellent method for the mass spectral characterization of mustard, other S vesicants, and related compounds Interpretation of [M + H]⁺ and fragmentation ion information afforded by this technique enabled the identification of many previously unreported mustard impurities. The developed methodol. was applied to the anal. of an Iran/Iraq soil sample suspected to have been contaminated with mustard. Mustard and 17 other mustard related impurities were identified and characterized in this sample under electron impact and isobutane chem. ionization conditions.

Biomedical & Environmental Mass Spectrometry published new progress about 1002-41-1. 1002-41-1 belongs to chlorides-buliding-blocks, auxiliary class Aliphatic Chain, name is 1,2-Bis(2-chloroethyl)disulfane, and the molecular formula is C4H8Cl2S2, Application of 1,2-Bis(2-chloroethyl)disulfane.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Dylag, Mariusz published the artcileAntifungal activity of organotin compounds with functionalized carboxylates evaluated by the microdilution bioassay in vitro, Recommanded Product: 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, the publication is Medical Mycology (2010), 48(2), 373-383, database is CAplus and MEDLINE.

We investigated the susceptibility of 96 well-characterized strains of yeast-like and filamentous fungi towards new organotin compounds: (1) [Sn(C₄H₉)₃(OOCC₆H₄SO₃H-2)], (2) Sn(C₄H₉)₃OOC(CH₂)₃P(C₆H₅)₃Br, and (3) [Sn(C₆H₅)₃OOC(CH₂)₃N(CH₃)₃]Cl. In the case of yeast-like fungi, the in vitro susceptibility tests were carried out according to the Clin. Laboratory Standards Institute (CLSI, formerly NCCLS) reference method M27-A2, while for filamentous fungi the investigations were conducted according to the M38-A and M38-P methods. The organotin complexes 1, 2 and 3 are active antifungal agents. Minimal inhibitory concentrations (MIC) were in the range of 0.25-4.68 μg/mL for all tested fungal strains. Considerably larger differences were found for minimal fungicidal concentrations (MFC). In the case of yeast-like fungi, the fungicidal effect was generally observed at organotin compounds concentrations of 2.34-9.37 μg/mL. The MFC values for filamentous fungi were considerably higher and were in the range of 18.74-50 μg/mL. In conclusion, organotin compounds 1, 2 and 3 showed high fungistatic and fungicidal activities against different species of pathogenic and nonpathogenic fungi. However, they were also highly cytotoxic towards two mammalian cell lines.

Medical Mycology published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, Recommanded Product: 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Nelson, Peter J. published the artcileEffect of ascorbic acid deficiency on the in vivo synthesis of carnitine, Synthetic Route of 6249-56-5, the publication is Biochimica et Biophysica Acta, General Subjects (1981), 672(1), 123-7, database is CAplus and MEDLINE.

Guinea pig liver and kidney carnitine [541-15-1] levels were not affected by ascorbic acid [50-81-7] deficiency, but scorbutic animals had 50% less carnitine in heart and skeletal muscle than control animals. Labeled carnitine precursors, 6-N-trimethyl-L-lysine [23284-33-5] and 4-N-trimethylaminobutyrate [407-64-7], both of which require ascorbate for their enzymic hydroxylation, were injected into the vena cava of control, pair-fed and scorbutic animals. The uptake of trimethyllysine by the liver was <2% in 1 h, while the kidney took up ∼20% of the ¹⁴C. Control and pair-fed animals converted trimethyllysine to kidney trimethylaminobutyrate 8-10 times as well as did scorbutic animals. Trimethylaminobutyrate hydroxylase [56803-11-3], present in the liver but almost absent from the kidney, converted nearly all of substrate taken up by the liver to carnitine in both the scorbutic and control animals.

Biochimica et Biophysica Acta, General Subjects published new progress about 6249-56-5. 6249-56-5 belongs to chlorides-buliding-blocks, auxiliary class Phase Transfer Catalyst,Inhibitor,Natural product, name is 3-Carboxy-N,N,N-trimethylpropan-1-aminium chloride, and the molecular formula is C7H16ClNO2, Synthetic Route of 6249-56-5.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Wang, Wei published the artcilePalladium-Catalyzed Thiocarbonylation of Benzyl Chlorides with Sulfonyl Chlorides for the Synthesis of Arylacetyl Thioesters, Product Details of C7H6Cl2, the publication is Advanced Synthesis & Catalysis (2021), 363(10), 2541-2545, database is CAplus.

A convenient procedure for the synthesis of thioesters RCH₂C(O)SR¹ (R = Ph, 3,4-dimethylphenyl, naphthalen-1-yl, thiophen-3-yl, etc.; R¹ = Ph, 2,4,6-trimethylphenyl, naphthalen-1-yl, etc.) has been developed via a palladium-catalyzed thiocarbonylation of benzyl chlorides RCH₂Cl with sulfonyl chlorides R¹S(O)₂Cl. Various arylacetyl thioesters were produced in good yields by using sulfonyl chlorides as an odorless sulfur source. Furthermore, W(CO)₆ exhibited dual roles as both a solid CO surrogate and reductant here.

Advanced Synthesis & Catalysis published new progress about 620-20-2. 620-20-2 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Benzyl chloride,Benzene, name is 3-Chlorobenzylchloride, and the molecular formula is C12H10FeO4, Product Details of C7H6Cl2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics