Category: chlorides-buliding-blocks

Application of 104-77-8,Some common heterocyclic compound, 104-77-8, name is 3-Chloro-N,N-diethylpropan-1-amine, molecular formula is C7H16ClN, 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 IV Bis[3-(diethylamino)propyl]6-oxo-6H-dibenzo[b,d] pyran-3,8-dicarboxylate dihydrochloride A mixture of 11.0 g (0.04 mole) of 6-oxo-6H-dibenzo [b,d]pyran-3,8-dicarboxylic acid, 18.0 g (0.12 mole) of gamma-diethylaminopropyl chloride and 400 ml of isopropyl alcohol are stirred and heated to its reflux temperature. A catalytic amount of benzyltrimethylammonium chloride. 0.3 ml of a 60% aqueous solution, is added and the reaction mixture heated to reflux for an additional 24 hours. On cooling, the reaction mixture is filtered, and the residue washed with isopropyl alcohol. This product is dissolved in boiling ethanol, treated with charcoal, filtered and cooled to room temperature. After standing for 1 hour, the gelatinous precipitate which appears is filtered and the filtrate cooled to -20C. The product which forms is filtered, washed with ethanol and again recrystallized from ethanol to yield the desired bis[3-(diethylamino)propyl] 6-oxo-6H-dibenzo[b,d]pyran-3,8-dicarboxylate dihydrochloride as a tan-colored solid, soluble in water and having a m.p. of 250-1C. (dec.) (placed in m.p. bath previously heated at 240 C.), lambdamax 294, and E1cm 1% 464.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-N,N-diethylpropan-1-amine, its application will become more common.

Reference:
Patent; Richardson-Merrell Inc.; US3933893; (1976); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 2687-12-9,Some common heterocyclic compound, 2687-12-9, name is Cinnamyl chloride, molecular formula is C9H9Cl, 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.

A mixture of cinnamyl chloride (905 ml, 6.5 mol), diisopropylamine (1.37 1, 9.75 mol), potassium carbonate (0.90 kg, 6.5 mol), potassium iodide (54 g, 0.325 mol), toluene (2.1 l) and methanol (0.50 1) is stirred at reflux temperature for 20 hours. The mixture is cooled to 25 C and water (5.2 1) is added. Phases are separated and the organic phase is extracted with brine. Organic phase is concentrated under reduced pressure (50 C) and then water (10.4 1) and toluene (2.6 l) are added and the pH is adjusted to 2 by addition of concentrated hydrochloric acid (-500 ml). The resulting mixture is stirred for 15 minutes and the phases are separated. The aqueous phase is re-extracted twice with toluene (2 x 2.6 l). Then the pH of the aqueous phase is adjusted to 12 by addition of 8 M aqueous sodium hydroxide solution (750 ml). To the resulting white suspension is added heptane (5.2 l) and the mixture is stirred for 15 minutes. Phases are separated and aqueous phase is re-extracted twice with heptane (2 x 2.6 l). Combined organic phases are dried over Na2SO4 and concentrated to give 1.32 kg (93 % yield) of DIPCA.

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

Reference:
Patent; LEK Pharmaceuticals d.d.; EP2364966; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

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. 56961-77-4, name is 1-Bromo-2,3-dichlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 56961-77-4

EXAMPLE 10 6-(2,3-Dichlorophenyl)-1,2-dihydro-2,2,4-trimethylquinoline (Compound 109, structure 4 of Scheme II, where R1 =2,3-dichlorophenyl) This compound was prepared according to General Method 2 (EXAMPLE 9). From Compound 9 (68.0 mg, 0.21 mmol) and commercially available 2,3-dichlorobromobenzene (40.1 mg, 0.18 mmol, Lancaster) was obtained a crude product which was isolated and purified by reverse phase HPLC (ODS column, 97% methanol/water, 3.0 mL/min) to afford 20 mg (29%) of Compound 109. Data for Compound109: 1 H NMR (400 MHz, CDCl3)7.39 (dd, J=8, 1.6, 1H), 7.19 (dd, J=16.8, 1H), 7.23 (dd, J=4, 1.6, 1H), 7.11 (d, J=1.6, 1H), 7.05 (dd, J=8, 1.6, 1H), 6.46 (d, J=8, 1H), 5.34 (s, 1H), 3.82 (br s, 1H), 1.99 (s, 3H), 1.32 (s, 6H).

The synthetic route of 56961-77-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5693646; (1997); A;,
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. 106131-61-7, name is 3,6-Dichloro-1,2,4,5-tetrazine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 3,6-Dichloro-1,2,4,5-tetrazine

General procedure: In a 100 mL round bottom flask, was introduced the diol(0.66 mmol), s-collidine (0.79 mmol) and 20 mL of dry dichloromethane and the mixture was stirred at room temperature. 3,6-dichloro-s-tetrazine 1 (0.66 mmol) was dissolved in dry dichloromethane and added dropwise in the flask. After 2 h the reaction is complete (TLC) and the solvent was removed under reduced pressure. The crude residue was purified by column chromatography on silica gel (eluent from petroleum ether/ethyl acetate 7/3 to pure ethyl acetate). Compound 2a was isolated as pink solid in 58 % yield(0.22 g). M. p.: 131 C.1HNMR (400MHz, Acetone-d6): delta (ppm) 5.49 (t, 2H, 3JHF= 13.19Hz, (CF2)8CH2 – O); 4.18 (t, 2H, 3JH-F = 14.79 Hz,(CF2)8CH2 – OH). 13CNMR (100MHz, Acetone-d6): delta (ppm) 167.1 (CTz-O);166 (CTz-Cl); 100-120 ((CF2)8); 65.3 (t, 2JC-F = 26.83 Hz,(CF2)8CH2 – O); 60.4 (t, 2JC-F = 24.93Hz, (CF2)8CH2 – OH).19F NMR (376 MHz, Acetone-d6): delta (ppm) -119.93 (m,2F); -122.33 (m, 10F); -123.49 (m, 2F); -123.87 (m, 2F).

According to the analysis of related databases, 106131-61-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Guermazi, Refka; Royer, Lorna; Galmiche, Laurent; Clavier, Gilles; Audebert, Pierre; Hedhli, Ahmed; Journal of Fluorescence; vol. 26; 4; (2016); p. 1349 – 1356;,
Chloride – Wikipedia,
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Synthetic Route of 19752-55-7, 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. 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: 3,5-Dichloro-1-bromobenzene (7.46 g, 33.0 mmol) or 3,5-bis(trifluoromethyl)-1-bromobenzene (9.67 g, 33.0 mmol) was dissolved in ether (70 mL). To this solution, BuLi (1.58 M in hexane, 20.9 mL, 33.0 mmol) was added using syringe through septum cap at -78 °C for 20 min, and the mixture was stirred for 2 h at -78 °C. To the reaction mixture a solution of antimony (III) boromide (3.61 g, 10.0 mmol) in ether (50 mL) was added dropwise at -78 °C, and the resulting mixture was gradually raised to room temperature and stirred overnight. The reaction mixture was diluted with ether (150 mL) quenched with water. The mixture was extracted with ether (150 mL). The combined extracts were washed with brine and dried over anhydrous magnesium sulfate. The dried organic layer was concentrated under reduced pressure. The residue was purified on silica gel column chromatography to give 1n (hexane, 4.5 g, 80 percent yield) and 1o (hexane: CH2Cl2 4:1, 6.9 g, 91 percent yield).

The synthetic route of 1-Bromo-3,5-dichlorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yasuike, Shuji; Nakata, Kazuhide; Qin, Weiwei; Matsumura, Mio; Kakusawa, Naoki; Kurita, Jyoji; Journal of Organometallic Chemistry; vol. 788; (2015); p. 9 – 16;,
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. 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, A new synthetic method of this compound is introduced below., category: chlorides-buliding-blocks

(b) into a 500mL three-neck bottle add 50g of compound 3, 50g of NBS (i.e. N-bromosuccinimide), 0.3g of BetaRho0 (i.e. dibenzoyl peroxide) and 300mL of carbon tetrachloride, the external temperature is raised at 90 C and the reaction is carried out for 24h (at this time, TLC showed complete reaction); pour the reaction solution into 500mL of ice water, adjust the pH at 10 with 2N (equivalent concentration) sodium hydroxide solution, layered extraction, combined organic phase, wash once with 5% sodium bicarbonate (mass concentration, the same below) solution, dry and then spin dry, separated by column chromatography and then obtained 52 g of compound 4 (yield is 75%)

The synthetic route of 27139-97-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Liu Ke; (11 pag.)CN108409659; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 14752-66-0, A common heterocyclic compound, 14752-66-0, name is Sodium 4-chlorobenzenesulfinate, molecular formula is C6H4ClNaO2S, 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: In a typical experiment, 1,3-dicarbonyl compounds (1 mmol), sodium sulfinates (1.2 mmol), DMSO (8 mL) and NH4I (4 mmol) were added to the undivided cell. The electrosynthesis was carried out in the undivided cell fitted with a Ni sheet cathode (2 cmx2.5 cmx0.02 cm) and a graphite rod anode at a constantcurrent (50 mA) at room temperature under magnetic stirring for 2 h and then continuously stirring for 5 h. After the reaction was finished, the electrolyte solution was decolorized with Na2S2O3, and then washed with distilled water (50 mL) and extracted withethyl acetate (10 mLx3). The solvent was removed under reduced pressure, and the crude product was purified by column chromatography on silica gel using petroleum ether-ethyl acetate (5:1) as eluent.

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:
Article; Pan, Xiao-Jun; Gao, Jian; Yuan, Gao-Qing; Tetrahedron; vol. 71; 34; (2015); p. 5525 – 5530;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 39885-50-2 as follows. Quality Control of 2-Chloro-4-(trifluoromethyl)aniline

EXAMPLE 59 8-Chloro-N-((4-chlorophenyl)methyl)-4-hydroxy-5-trifluoromethyl-3-quinolinecarboxamide [] A mixture of 2-chloro-5-trifluoromethylaniline (3.91 g) and diethyl ethoxymethylenemalonate (4.0 mL) is heated at 190°C for 2 h and is then diluted with diphenyl ether (30 mL). The mixture is allowed to cool to rt, filtered, and the white solid is washed with hexane (2 x 10 mL) to afford 1.632 g of the diethyl aminomethylenemalonate. The resulting intermediate (2.63 g) is suspended in diphenyl ether (30 mL) and heated to reflux with a Dean-Stark trap for 3 h. The mixture is allowed to cool to rt and is then poured into hexane (50 mL). The solid is filtered and then washed with hexane (20 mL) and hexane/diethyl ether (1/1, 20 mL) to afford 1.273 g of the quinolinecarboxylate ethyl ester. The ester (400 mg) and 4-chlorobenzylamine (1.52 mL) are heated at 190 °C for 1 h. The resulting mixture is diluted with toluene (4 mL), allowed to cool to rt, and then poured into hexane (50 mL). The solvent is decanted and the remaining oil is crystallized (acetic acid, water) to afford 285 mg of the title compound as a brown solid. Physical characteristics are as follows: Mp 270-1 °C.1H NMR (300 MHz, DMSO) delta 12.33, 10.06, 8.68, 8.10, 7.86, 7.36, 4.52.13C NMR (100 MHz, DMSO) delta 175.05, 164.07, 144.36, 139.12, 138.20, 132.42, 131.85, 129.84, 128.77, 128.44, 126.70 (q), 125.84, 125.20, 122.22, 113.75, 42.00.IR (mull) 3187, 3091, 2925, 2855, 1657, 1604, 1567, 1531, 1462, 1417, 1377, 1366, 1348, 1307, 1272, 1210, 1158, 1139, 1128, 1106, 854, 841, 802, 726 cm-1.Anal. Found: C, 52.12; H, 2.78; N, 6.70; Cl, 16.85.MS (ESI-) for C18H11Cl2F3N2O2m/z 412 (M-H)-.

According to the analysis of related databases, 39885-50-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pharmacia & Upjohn Company LLC; EP1042295; (2005); B1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 10061-02-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 10061-02-6 as follows.

EXAMPLE 1; 382 g (406 ml) of DMF were initially charged in a Schmizzo and 137 g (141 ml) of 1.0 eq. NaOMe (30% solution in methanol) were added. This mixture was then heated to 60 C. (+/-3 C.) and 131 g (0.753 mol) of dimethyl isopropylmalonate were metered in within one hour. Subsequently, a methanol/DMF mixture (201 g) was distilled off under pressure (300 mbar to 60 mbar) and a temperature of 60 C.Thereafter, at 80 C. (+/-3 C.), 86 g (79 ml, 0.779 mol, 1.03 eq.) of 1,3-dichloropropene were metered in within one hour and the reaction mixture was then heated at 80 C. (+/-3 C.) for two hours. The reaction mixture was heated to 140 C. and a 25% solution of LiCl (0.6 eq.) in methanol (19 g of LiCl in 58 g of methanol) was metered in within two hours, and the reaction mixture was heated at 140-142 C. for a further 6 hours, in the course of which a portion of the methanol was distilled off and approx. 1.5 mol of gas (mainly CH3Cl and CO2) formed. The maximum amount of gas in the first half hour was approx. 6 liters. On completion of reaction, the solvent (DMF) and the excess methanol were distilled off substantially fully under reduced pressure. The remainder was admixed with 200 g of water, 89 g of 34% HCl and 200 g of MTBE, and the phases were separated. The organic phase was washed lx with 50 g of water and the solvent was removed under reduced pressure. Approx. 140 g of product were obtained, of which approx. 125 g were ester and 13 g the corresponding acid.

According to the analysis of related databases, 10061-02-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DSM Fine Chemicals Austria NFG GMBH & Co KG; US2008/207943; (2008); 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.

Rh(ttp)Cl (1a) (10.0 mg, 0.012 mmol) and KOH (7.0 mg,0.125 mmol) were added in 4-chloro-tert-butylbenzene (2d)(1.0 mL). The red mixture was degassed for three freeze-thawpumpcycles, purged with N2 and heated at 150 C under N2 for 1day. Excess 4-chloro-tert-butylbenzene was removed by vacuumdistillation. The red residue was purified by column chromatographyon silica gel eluting with a solvent mixture of hexane/CH2Cl2(1:1). Red solid Rh(ttp) (4-tert-butylphenyl) (3d) [11] (9.2 mg,0.010 mmol, 85percent) was collected. Rh(ttp) (4-tert-butylphenyl) (3d)1H NMR (CDCl3, 400 MHz) d 0.23 (d, 2H, J 8.5 Hz), 0.35 (s, 9H),2.70 (s, 12H), 4.80 (d, 2H, J 8.8 Hz), 7.53 (t, 8H, J 6.4 Hz), 8.03 (d,4H, J 7.2 Hz), 8.08 (d, 4H, J 7.5 Hz), 8.78 (s, 8H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-tert-Butyl-4-chlorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Qian, Ying Ying; Lee, Man Ho; Yang, Wu; Chan, Kin Shing; Journal of Organometallic Chemistry; vol. 791; (2015); p. 82 – 89;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics