Category: chlorides-buliding-blocks

Reference of 29671-92-9, A common heterocyclic compound, 29671-92-9, name is Carbamimidic chloride hydrochloride, molecular formula is CH4Cl2N2, 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.

A mixture of ethyl 2-amino-5-(4-fluorophenyl)thiophene-3-carboxylate (0.3 g, 1.13 mmol), chloroformamidine hydrochloride (0.33 g, 2.83 mmol) and dimethylsulfone (0.53 g, 5.65 mmol) was heated at 120-130 C. for 30 minutes. After cooling down to room temperature, water (10 ml) was added and ammonium hydroxide was used to neutralize the suspension. The solid was filtered off, washed with water and dried. The crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 10:1) to yield the title compound as a white solid (0.28 g, 95%).1H NMR (300 MHz, DMSO, 25 C.): delta=11.05 (s, 1H, NH), 7.66-7.71 (m, 2H, PhH), 7.51 (s, 1H, CH), 7.23 (t, J=8.8 Hz, PhH), 6.73 (s, 2H, NH2) ppm.HRMS: calcd for C12H9FN3OS 262.04504, found 262.04413.

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; KATHOLIEKE UNIVERSITEIT LEUVEN, K.U.LEUVEN R&D; US2012/46278; (2012); A1;,
Chloride – Wikipedia,
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Reference of 1435-48-9, A common heterocyclic compound, 1435-48-9, name is 2,4-Dichloro-1-fluorobenzene, molecular formula is C6H3Cl2F, 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.

Step 1. 1-(2,4-Dichlorophenyl)piperazine A mixture of 1,3-dichloro-4-fluorobenzene (Aldrich; 4.21 g), piperazine (Aldrich; 11.0 g), and N,N-dimethylacetamide (Aldrich; 15 mL) is heated at 165 C. for 6.5 h. After cooling, the mixture is partitioned between dichloromethane and aq. sodium bicarbonate. The organic layers are dried over sodium sulfate and concentrated under reduced pressure to give 4.48 g of 1-(2,4-dichlorophenyl) piperazine. 1 H NMR (CDCl3) delta3.00, 3.06, 6.96, 7.19, 7.36.

The synthetic route of 1435-48-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pharmacia & Upjohn Company; US5912246; (1999); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 933190-51-3, name is 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, 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 933190-51-3, SDS of cas: 933190-51-3

To a solution of 8-bromo-6-chloroimidazo[l,2-b]pyridazine (1.2 g, 5.16 mmol) in chloroform (30 mL) were added MS (1.161 g, 5.16 mmol) and TFA (0.795 mL, 10.32 mmol). The reaction mixture was stirred at room temperature for 2h and quenched with aHC03. The organic layers were washed with brine and dried over a2S04. The crude product was purified by BIOTAGE (100% CH2C12) to give the product (1.4 g, 76%). XH NMR (400 MHz, CDC13) delta ppm 7.91 (1 H, s), 7.46 (1 H, s); LC/MS: Rt = 2.44 min. LC/MS (Condition A): 357.80/359.80/361.80.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Bromo-6-chloroimidazo[1,2-b]pyridazine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; LIU, Peiying; BALOG, James Aaron; WO2011/137155; (2011); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 622-24-2, name is (2-Chloroethyl)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 622-24-2, Product Details of 622-24-2

General procedure: General Procedure: In a 10 mL Schlenk tube were placed CoBr2 (0.3 M in THF, 0.10 mL, 0.030mmol), 1,3-diisopropylbenzimidazolium bromide (L2, 8.5 mg, 0.030 mmol), 2-alkenylpyridine(0.30 mmol), alkyl chloride (0.45 mmol), N,N,N,?N?-tetramethylethylenediamine (90 muL, 0.60mmol) and THF (0.28 mL). To the mixture was added a THF solution of tBuCH2MgBr (0.96 M,0.63 mL, 0.60 mmol) dropwise at 0 C. The resulting mixture was stirred at room temperature for12 h, and then quenched by the addition water (1.0 mL). The organic layer was separated, and the aqueous layer was extracted with ethyl acetate (3 x 3 mL). The combined organic layer was dried over Na2SO4 and concentrated under reduced pressure. The crude product was purified by silicagel chromatography to afford the alkylation product.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Yamakawa, Takeshi; Seto, Yuan Wah; Yoshikai, Naohiko; Synlett; vol. 26; 3; (2015); p. 340 – 344;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 863111-48-2, 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. 863111-48-2, name is 2-Bromo-5-chloro-4-(trifluoromethyl)aniline belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Boc2O (53.3 ml, 240 mmol) was added to a suspension of 2-bromo-5-chloro-4-trifluoromethyl-phenylamine (26.8 g, 98 mmol) and DMAP (2.39 g, 20 mmol) in THF (500 ml), and the mixture was stirred at room temperature for 2.5 hours. The reaction solution was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane) to yield 4-(bis(tert-butoxycarbonyl)amino)-5-bromo-2-chloro-1-trifluoromethylbenzene (45.9 g, 99%) as a colorless solid. HPLC retention time: 1.12 min (analysis condition A) 1H-NMR (400 MHz, CDCl3) delta: 7.92 (1H, s), 7.40 (1H, s), 1.43 (18H, s).

The synthetic route of 2-Bromo-5-chloro-4-(trifluoromethyl)aniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; MURATA, Takeshi; NIIZUMA, Satoshi; HARA, Sousuke; KAWADA, Hatsuo; HADA, Kihito; SHIMADA, Hideaki; TANAKA, Hiroshi; NAKANISHI, Yoshito; EP2842939; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 220227-21-4, name is 2,4,5-Trifluorobenzene-1-sulfonyl chloride, 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 220227-21-4, COA of Formula: C6H2ClF3O2S

Into a 100-mL round-bottom flask, was placed a solution of N-[(2,4-dimethoxyphenyl)methyl]-3- (methoxymethyl)-l ,2,4-thiadiazol-5-amine (300 mg, 1 .02 mmol, 1 .00 equiv) in N,N-dimethylformamide (30 mL). To the solution were added 2,4,5-trifluorobenzene-1 -sulfonyl chloride (626.4 mg, 2.72 mmol, 1 .00 equiv) and sodium hydride (162.7 mg, 6.78 mmol, 1 .50 equiv). The resulting solution was stirred for 1 6 h at room temperature. The resulting solution was extracted with ethyl acetate (3×30 mL) and the organic layers combined and concentrated under vacuum . The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 :10). The collected fractions were combined and concentrated under vacuum . This resulted in 350 mg (70%) of N-[(2,4-dimethoxyphenyl)methyl]-2,4,5-trifluoro-N-[3- (methoxymethyl)-l ,2,4-thiadiazol-5-yl]benzene-1 -sulfonamide as a white solid.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; ZALICUS PHARMACEUTICALS, LTD.; SHORT, Glenn, F., III; ROMERO, Donna, L.; LEE, Margaret, S.; WO2015/130957; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 108-70-3, A common heterocyclic compound, 108-70-3, name is 1,3,5-Trichlorobenzene, molecular formula is C6H3Cl3, 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.

A 1 L three-necked flask is charged with 100 g (551 mmoles) of 1,3,5-trichlorobenzene that is placed in suspension in 400 mL of dimethylsulfoxide. This suspension is heated to 80 C., under agitation, then 119.06 g of a 30% solution of sodium methanolate are added drop-wise, i.e. 661.2 mmoles of sodium methanolate. Heating is continued up to 90 C., still under agitation, for 3 hours 10. After this time, the content of the flask is lowered too ambient temperature and it is poured into 4 L of iced water. A white solid is precipitated. This solid is recovered by filtering, washed three times with 250 mL of iced water, then vacuum died at ambient temperature. This gives 95.55 g of 3,5-dichloroanisole in the form of a white powder whose analysis by GC-MS (under the same conditions as previously) shows that it has a degree of purity of 96%. The yield is 98%.

The synthetic route of 108-70-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Commissariat a l’energie atomique et aux energies alternatives; Pasquinet, Eric; Wuillaume, Anne; Poullain, Didier; Kosciusko-Morizet, Etienne; US2013/178655; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 51114-68-2,Some common heterocyclic compound, 51114-68-2, name is 3-Chloro-2-methoxyaniline, molecular formula is C7H8ClNO, 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.

To a four-necked flask was added 30 g (0.19 mol) of 3-chloroanisidine,30 g (1.67 mol) of water was added and the temperature was raised to 50 C,A solution of 36% HC1231 g (2.28 mol)After incubation for 0.5 h,The temperature was lowered to 0 C, and 30% NaN0244 was slowly added dropwise.Diazotization reaction,Upon completion of the addition,After 2h incubation,Remove the filter cake. 69.5 g (0.38 mol) of 48% HBF4 solution was added dropwise to the filtrate,To carry out condensation reaction,Insulation lh later.The solution was filtered,The solids were dried for dehydration.The dried fluoroborate,Slowly heated to 130 C for cracking reaction,Until no gas is produced.After the cracking of the solution for distillation,The 2,6-CFA fraction was collected to give 26 g of the title compound. Purity> 98.5%,The yield of 3 steps was 85% (from 2,3-dichloronitrobenzene to the final target compound,The overall yield was 69.4%).

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-2-methoxyaniline, its application will become more common.

Reference:
Patent; JIANG SU LIANHE CHEMICAL TECHNOLOGY CO LTD; LIANHE CHEMICAL TECHNOLOGY (YANCHENG )CO LTD; LIANHE CHEMICAL TECHNOLOGY (SHANGHAI )CO LTD; FAN, XIAOBIN; ZHANG, JUNTAO; XU, XIAOMING; WANG, HUI; YANG, JUN; SHEN, QIFU; (10 pag.)CN103787846; (2016); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 36556-52-2, These common heterocyclic compound, 36556-52-2, name is 2,3-Dichloro-4-fluoroaniline, 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.

To a vial containing 2,3-dichloro-4-fluoroaniline (307.4 mg, 1.7 mmol) in 2 mL toluene was added 4M HCl in 1,4-dioxane (0.43 mL, 1.7 mmol) followed by phosgene (20% in toluene; 3.6 mL, 6.8 mmol). Precipitate formed upon HCl addition. The vial was capped and heated to 100 C. After 30 min, all the solids had disappeared. After 6.5 h, the solvent was removed under vacuum. Material was re-dissolved in toluene, and solvent was again removed under vacuum to eliminate any remaining phosgene. The resulting material was a brown oil that crystallized upon standing and was used without further purification. A capped vial containing 7 (108.8 mg, 0.55 mmol) and 2,3-dichloro-1-fluoro-4-isocyanatobenzene from above (~0.55 mmol) was heated to 70 C. After 2 days, solvent was removed under vacuum. The oil residue was treated with DCM, producing a precipitate. The resulting mixture was left to stand at room temperature for >30 min. The solids were filtered, washed with minimal amount of DCM and dried under vacuum to give119.1 mg (54%) of 8k as an off-white solid. The material was used without further purification.

The synthetic route of 36556-52-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Moffett, Kristofer; Konteatis, Zenon; Nguyen, Duyan; Shetty, Rupa; Ludington, Jennifer; Fujimoto, Ted; Lee, Kyoung-Jin; Chai, Xiaomei; Namboodiri, Haridasan; Karpusas, Michael; Dorsey, Bruce; Guarnieri, Frank; Bukhtiyarova, Marina; Springman, Eric; Michelotti, Enrique; Bioorganic and Medicinal Chemistry Letters; vol. 21; 23; (2011); p. 7155 – 7165;,
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. 2106-04-9, name is 3-Chloro-2-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 3-Chloro-2-fluoroaniline

[00178] Synthesis of isothiocyanate 3c[00179] Preparation of compound 18[00180] A solution of compound 17 (5g, 0.034mol) in DMF (50mL) was added a DMF solution (50mL) of NBS (6.05 g, 0.034 mol) drop-wise at room temperature. After 16h, the reaction mixture was diluted with ethyl acetate (lOOmL) and washed with brine (2xl00mL). The separated organic phase was dried over Na2S04 and concentrated to give the title compound 18 as an oil (5.0g, 65% yield). ESI-MS (M+H)+: 223.92.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2106-04-9.

Reference:
Patent; SUZHOU KINTOR PHARMACEUTICALS,INC.; TONG, Youzhi; WO2012/119559; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics