Tag: M.W=100-200

Related Products of 20850-43-5, These common heterocyclic compound, 20850-43-5, name is 5-(Chloromethyl)benzo[d][1,3]dioxole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: Suspension of the appropriate 3-amino-1,1-dioxo-1,4,2-benzodithiazine derivative 4a-h (0.5 mmol), anhydrous K2CO3 (1.5 mmol, 0.21 g) and the appropriate alkyl chloride (0.6 mmol) in dry THF (5 ml) was heated at reflux for 20-24 h, then cooled in ice-bath and filtered off. The crude product was suspended in 5 ml of water, heated gently to ca. 50 C; and cooled with vigorous stirring until granular precipitate appeared. Filtering off and washing with cold water and diluted EtOH gave pure potassium salts. 4.5.6 ;N-{2-[(1,3-Benzodioxol-5-yl)methylthio]-4-chloro-5-[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]benzenesulfonyl}cyanamide potassium salt (5j) ;Starting from 4b (0.214 g) and 1,3-benzodioxol-5-ylmethyl chloride (0.102 g). Yield: 0.240 g (80%): m.p. 308-310 C; IR (KBr): nu 3436, 3086, 2924, 2172, 1602, 1585, 1543, 1502, 1486, 1327, 1289, 1253, 1141 cm-1; 1H NMR (500 MHz, DMSO-d6): delta 4.36 (s, 2H, SCH2), 6.01 (s, 2H, OCH2O), 6.88-7.04 (m, 5H, Ar), 7.68 (s, 1H, Ar), 7.70 (m, 2H, Ar), 8.08-8.09 (m, 2H, Ar), 8.47 (s, 1H, Ar); Anal. C23H13Cl2KN4O5S2 (C, H, N).

Statistics shows that 5-(Chloromethyl)benzo[d][1,3]dioxole is playing an increasingly important role. we look forward to future research findings about 20850-43-5.

Reference:
Article; Brozewicz, Kamil; Slawinski, Jaroslaw; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 384 – 394;,
Chloride – Wikipedia,
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Some common heterocyclic compound, 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, molecular formula is C3H4Cl3NO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: Methyl 2,2,2-trichloroacetimidate

Examples 24 – 273-(3,5-dibromo-4-{[2-isopropylcarbamoyl-lH-benzimidazol-5-yl]oxy}phenyl)-2- fluoropropanoic acid3-(3,5-dibromo-4-{[2-ethylcarbamoyl-lH-benzimidazol-5-yl]oxy}phenyl)-2-fluoropropanoic acid3-(3,5-dibromo-4-{[2-diisopropylcarbamoyl-lH-benzimidazoI-5-yl]oxy}phenyl)-2- fluoropropanoic acid 5-[2,6-Dibromo-4-(2-fluoro-2-isopropylcarbanioyl-ethyI)-phenoxy]-lH-benzoimidazoIe-2- carboxylic acid ^^Methyl 3-[4-(4-amino-3-nitrophenoxy)-3,5-dibromo-phenyl]-2-fluoro-propanoate (intermediate 10) (22 mg, 0.045 mmol) and platinum oxide (2.3 mg, 0.010 mmol) were suspended in ethyl acetate (2 mL), and hydrogenated under pressure (5 psi) for 15 h. The reaction mixture was filtered through a celite pad and concentrated, purified by flash chromatography (methanol/dichloromethane 0:10 to 5:5) to give 19 mg (92 % yield) of methyl 3-[4-(4,3-diamino-phenoxy)-3,5-dibromo-phenyl]-2- fluoro-propanoate.Methyl 3-[4-(4,3-diamino-phenoxy)-3,5-dibromo-phenyl]-2-fluoro-propanoate was dissolved in acetic acid (0.1 mL) and cooled to 0 0C, methyl trichloroacetimidate (Cl3CC(NH)OMe) (6 muL, 0.045 mmol) was added. The reaction was stirred for 1 h at room temperature. Water was added and the product was extracted with dichloromethane using a phase separator to give methyl 3-(3,5-dibromo- 4-{[2-trichloromethyl-lH-benzimidazol-5-yl]oxy}phenyl)-2-fluoropropanoate which was used in the next step without further purification.The crude methyl 3-(3,5-dibromo-4-{[2-trichloromethyl-lH-benzimidazol-5-yl]oxy}phenyl)-2- fluoropropanoate was dissolved in 1 mL of a stock solution (100 muL isopropylamine, 162muL triethylamine, 24 mL ethanol) and stirred at room temperature over night. Potassium hydroxide (2 mL, 2 M) was added and the stirring continued for 1 h. Hydrochloric acid (1 M, 10 mL) was added and the mixture was extracted into ethyl acetate (3 x 30 mL). The combined organic phases were dried, filtered and concentrated. The obtained residue was purified by semi-preparative-HPLC (Zorbax CombiHT (SB-C8 50×21.2 mm, 5mu). Mobile Phase: Solvent A. Water with 0.5 % formic acid; Solvent B: acetonitrile. Gradient: 2 min 80 % of A then over 8 min to 5% of A) to give 1 mg (5 % yield over 3 steps) of 3-(3,5-dibromo-4-{[2-isopropylcarbamoyl-lH-benzimidazol-5- yl]oxy}phenyl)-2-fluoropropanoic acid and also unexpected 1 mg of 3-(3,5-dibromo-4-{[2- ethylcarbarnoyl-l H-benzimidazol-5-yl]oxy}phenyl)-2-fluoropropanoic acid, 0.8 mg of 3-(3,5- dibromo-4-{[2-diisopropylcarbamoyl-lH-benzimidazol-5-yl]oxy}phenyl)-2-fluoropropanoic acid and 0.7 mg of 5-[2,6-Dibromo-4-(2-fluoro-2-isopropylcarbamoyl-ethyl)-phenoxy]-l H- benzoimidazole-2-carboxylic acid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2533-69-9, its application will become more common.

Reference:
Patent; KARO BIO AB; WO2007/128492; (2007); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 3972-56-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3972-56-3, name is 1-tert-Butyl-4-chlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under an argon atmosphere,4.2 mg (0.015 mmol) of dichlorobis (trimethylphosphine) nickel,83.8 mg (0.5 mmol) of 4-tert-butyl-1-chlorobenzene,152 mg (1.0 mmol) of cesium fluoride,140 mg (0.55 mmol) of 4,4,5,5,4 ‘, 4’, 5 ‘, 5′-octamethyl-2,2’-bi (1,3,2-dioxaborolanyl)180 mg (1.05 mmol) of trimethyl (2,2,2-trifluoroethoxy) silane and 0.5 mL of tetrahydrofuran were added and sealed,And the mixture was stirred at 100 C. for 12 hours.After the reaction vessel was cooled to room temperature, 1 mL of a saturated aqueous solution of ammonium chloride was added, and the mixture was extracted three times with 8 mL of ethyl acetate, and the obtained organic phases were combined.The solvent was distilled off under reduced pressure, and the residue was purified using silica gel column chromatography (hexane: chloroform: ethyl acetate = 16: 4: 0 to 16: 4: 1)2- (4-tert-butylphenyl) -4,4,5,5-tetramethyl-1,3,2-dioxaborolane93 mg (white solid, yield 72%) was obtained.

The synthetic route of 1-tert-Butyl-4-chlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TOSOH CORPORATION; SAGAMI CHEMICAL RESEARCH INSTITUTE; YAMAKAWA, TETSU; YAMAMOTO, TETSUYA; TAKAGI, JUN; (31 pag.)JP5699037; (2015); B2;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 72235-58-6, name is (4-Chloro-3-fluorophenyl)methanamine, A new synthetic method of this compound is introduced below., name: (4-Chloro-3-fluorophenyl)methanamine

4-{[(2,4-Dimethoxybenzyl)(l,3-thiazol-2-yl)amino]sulfonyl}-3-fluorobenzoic acid (Preparation 10, 75mg, 0.166mmol, leq), Et3N (36mg, 0.36mmol, 2.2eq), 2-(lH-benzotriazol- l-yl)-l,l,l,3,tetramethyluronium tetrafluoroborate (TBTU, 66mg, 0.206mmol, 1.24eq) and A- chloro-3-fluorobenzylamine (48mg, 0.301mmol, 1.81eq) were combined in THF (3ml) and the reaction mixture stirred at room temperature for 18 hours. The solvent was evaporated and the residue dissolved in DCM:TFA (2ml: 2ml), the reaction mixture was stirred at room temperature for 2 hours. Water (4ml) was added and the mixture was passed through a phase separation cartridge. The DCM was collected, washed with saturated sodium hydrogen carbonate, dried over sodium sulphate, filtered and evaporated in vacuo. The crude material was triturated with DCM then purified further by preparative HPLC to yield the title compound.[0358] LCMS Rt= 3.14-3.18 min. MS m/z 443 [MH]+

The synthetic route of 72235-58-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ICAGEN, INC.; PFIZER LIMITED; WO2008/118758; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 42265-67-8, name is 4-(tert-Butyl)-2-chloroaniline, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 42265-67-8

a) 4-t-Butyl-2-chloroaniline (30 g) was dissolved in dichloromethane (1.21) and the solution was cooled to -5 C. N-Chlorosuccinimide (21.7 g) was added portionwise to the vigorously stirred solution and stirring was continued for 1 h. Dimethyl sulfide (36 ml) was added to the solution (-5 C.) and stirring was continued for a further 1 h. The solution was then cooled to -65 C. and triethylamine (27 ml) was added. This solution was evaporated to half volume, washed successively with sodium hydroxide (1N), water and brine. The organic solution was dried (MgSO4) and evaporated in vacuo and the residue was purified on silica using hexane to 3% ether in hexane as eluent. This afforded 4-t-butyl-2-chloro-6-(methylthiomethyl)aniline (31.2 g) as a red oil. 1 H NMR (250 MHz, CDCl3) delta1.27 (9H, s, (CH3)3, 1.99 (3H, s, SCH3), 3.69 (2H, s, CH2 SCH3), 4.38 (2H, brs, NH2), 6.92 (1H, d, J=2.0 Hz, Ar–H), 7.21 (1H, d, J=2.0 Hz, ArH). m/z (CI+)=244 (M+ +1, 100%).

According to the analysis of related databases, 42265-67-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck Sharp & Dohme Ltd.; US5633281; (1997); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 2533-69-9, name is Methyl 2,2,2-trichloroacetimidate, A new synthetic method of this compound is introduced below., name: Methyl 2,2,2-trichloroacetimidate

Example 129: f/?)-//,//-Diethyl-5-(3-(pyrrolidine-1-carbonyl)piperidin-1-yl)-3/-/- imidazo[4,5-blpyridine-2-carboxamide Into a vial containing (‘ ?^-(1-(5,6-diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1- yl)methanone dihydrochloride (125 mg, 0.3 mmol) was added formic acid (73.5 muIota_, 1.7 mmol) followed by 2,2,-trifluoroethanol (1.7 mL) and methyl 2,2,2-trichloroacetimidate (47.0 muIota_, 0.4 mmol). The vial was sealed and stirred at room temperature for 13 min. The reaction mixture was heated to 60C and stirred for 3 h at that temperature. An aliquot of 0.3 mL was transferred into another vial containing diethylamine (89.1 mu, 0.9 mmol). The resulting mixture was heated to 60C and stirred for 16 h. The reaction mixture was concentrated under reduced pressure and the resulting residue was partitioned between water and ethyl acetate. The aqueous was further extracted with ethyl acetate. The combined organics were concentrated under reduced pressure. The residue was purified via HPLC to afford the title compound. MS (ESI+) (M+H) 399.1 ; HPLC retention time 1 .9864 min (Method A).

The synthetic route of 2533-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; AHN, Kay; BOEHM, Markus; CABRAL, Shawn; CARPINO, Philip A.; FUTATSUGI, Kentaro; HEPWORTH, David; KUNG, Daniel W.; ORR, Suvi; WANG, Jian; WO2013/150416; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 1513-25-3, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1513-25-3, name is 2-Chloro-1-fluoro-4-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (lR,2^-l-(4-fluoro-2-methoxyphenyl)-2-((4- methoxybenzyl)oxy)propan-l-ol (190 mg, 0.593 mmol) in anhydrous DMSO (2.97 mL) was added NaH (29.7 mg, 0.741 mmol, 60 wt % in mineral oil). After stirring for 10 min, 2-chloro-l-fluoro-4- methylbenzene (686 mg, 4.74 mmol) was added, and the reaction mixture was heated to 60 C for 15 h. The reaction was quenched by slow addition of H20. The mixture was extracted Et20 (3 x 50 mL) and the combined organic layers were dried by passing through a phase separator. Volatiles were removed under a gentle stream of N2 and the resulting residue was purified via flash column chromatography (Si02, 0- 30% acetone in hexanes) to afford the title compound (217 mg, 82%) as a colorless oil: 1H NMR (400 MHz, CDC13) delta 7.34 (dd, J = 9.2, 6.8 Hz, 1H), 7.19 (d, J = 8.7 Hz, 2H), 7.14 (d, J = 1.7 Hz, 1H), 6.85 – 6.77 (m, 3H), 6.62 – 6.55 (m, 3H), 5.63 (d, J = 3.8 Hz, 1H), 4.63 (d, J = 11.9 Hz, 1H), 4.57 (d, J = 11.9 Hz, 1H), 3.89 (qd, J = 6.4, 3.9 Hz, 1H), 3.83 (s, 3H), 3.79 (s, 3H), 2.19 (s, 3H), 1.25 (d, J = 6.4 Hz, 3H); 19F NMR (376 MHz, CDC13) delta -112.06 (s); ESIMS m/z 467 ([M+Na]+).

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-1-fluoro-4-methylbenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DOW AGROSCIENCES LLC; BUCHAN, Zachary; DEKORVER, Kyle A.; JONES, David M.; HERRICK, Jessica; WILMOT, Jeremy; RIGOLI, Jared; LOY, Brian; LU, Yu; MEYER, Kevin G.; YAO, Chenglin; (308 pag.)WO2016/109305; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 118-69-4, name is 2,6-Dichlorotoluene, A new synthetic method of this compound is introduced below., name: 2,6-Dichlorotoluene

Example 4 3-Chloro-2-methylanisole Process Variant b2)-First Step-Preparation of Compounds of the Formula (IVa-1) 8.1 g (0.05 mol) of 2,6-dichlorotoluene and 9.9 g (0.15 mol) of potassium hydroxide (85%) are heated in 40 ml of methanol in an autoclave at 160 C. for 20 hours, and the pressure rises to about 12 bar. After cooling, the reaction mixture is poured into about 250 ml of water and extracted three times with about 70 ml of dichloromethane. The united organic phases are dried over sodium sulphate and evaporated under reduced pressure. 3-Chloro-2-methylanisole is obtained as an oil (2.5 g, GC analysis: 37.1%, 12% of theory). Ret. index GC: 1187, m/e: 156 NMR (d6-DMSO) ppm: 2.2 (s, 3H, CH3), 3.8 (s, 3H, O-CH3), 6.95 (d, 1H, aromatic),

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Huebsch, Walter; Lantzsch, Reinhard; Mueh, Thorsten; Weintritt, Holger; US2003/92944; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 104-11-0, These common heterocyclic compound, 104-11-0, name is 1-(4-Chlorophenyl)-N-methylmethanamine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE 21 (4-Chloro-6[(p-chlorobenzyl)methylamino]-2-pyrimidinylthio) acetic acid ethyl ester A mixture of 13.4 g of (4,6-dichloro-2-pyrimidinylthio) acetic acid ethyl ester, 7.8 g of N-methyl-p-chlorobenzylamine and 5.4 g of sodium carbonate in 100 ml. of ethanol was heated under reflux for 5 hr. The reaction mixture was filtered and the filtrate taken to dryness in a rotary evaporator. The residual oil was dissolved in a minimum quantity of ethanol. The addition of a few drops of water to this solution caused a precipitate to deposit. The precipitate was removed by filtration and recrystallized from ethanol affording 5.8 g of product, mp. 68-70C. Anal. Calcd for C16 H17 N3 Cl2 SO2: C, 49.75; H, 4.44; N, 10.87. Found: C, 49.69; H, 4.61; N, 11.09.

The synthetic route of 104-11-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Santilli; Arthur A.; Scotese; Anthony C.; Tomarelli; Rudolph M.; US3940394; (1976); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 622-86-6, name is (2-Chloroethoxy)benzene, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 622-86-6, Recommanded Product: 622-86-6

2-Bromophenyl acetic acid (5.0 g, 23.3 mmol,) was suspended in trifluoroacetic anhydride (13.5 mL, 93.5 mmol). Chloroethyoxylbenzene (3.3 mL, 23.3 mmol) was added to the stirred suspension dropwise. The resulting mixture was allowed to stir overnight at room temperature. The reaction was quenched with 40% aqueous sodium hydroxide solution and then extracted with ethyl acetate (2 x 20 mL). The combined organic layers were dried over anhydrous magnesium sulfate and concentrated on a rotary evaporator. The resulting residue was purified by chromatography on silica gel (ethyl acetate/hexane) to afford 5.98 g (73%) of the desired product as a light orange solid. NMR (0836) (400 MHz, CDC13) delta 8.05 (d, J = 8.9 Hz, 2H), 7.60 (d, J = 8.5 Hz, 1H), 7.24 (m, 2H), 7.18 (m, 1H), 6.96 (d, J = 9.0 Hz, 2H), 4.40 (s, 2H), 4.37 (t, J = 5.5 Hz, 2H), 3.88 (t, J = 5.7 Hz, 2H); MS (ESI) (m/z) 354.0/356.0 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (2-Chloroethoxy)benzene, and friends who are interested can also refer to it.

Reference:
Patent; TEMPLE UNIVERSITY-OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; CHILDERS, Wayne, E.; ABOU-GHARBIA, Magid; JACOBSON, Marlene, A.; FAN, Rong; MARTINEZ, Rogelio, L.; MELENSKI, Edward, George; (126 pag.)WO2017/205451; (2017); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics