Category: chlorides-buliding-blocks

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. name: Methyl 2,2,2-trichloroacetimidate

A solution of 3,4-dimethylbenzene-1,2-diamine (1.0 g, 7.34 mmol) in acetic acid (10 ml) was treated with methyl-2,2,2-trichloroacetimidate (1.0 ml, 8.07 mmol) and the resulting solution was left to stir at room temperature for 16 hours. The reaction mixture was poured onto ice (100 g) and then extracted with dichloromethane (100 ml). The organic phase was separated, dried (sodium sulfate) and the solvent removed in vacuo. The residue was triturated with diethyl ether and the title compound isolated by filtration (360 mg) as a brown solid. The material was used crude in the next step with no further characterization.

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; Lane, Charlotte Alice Louise; Price, David Anthony; US2006/111416; (2006); A1;,
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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. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 13918-92-8

To a cooled solution of 17 (4.0 g, 19.8 mmol) in pyridine (40 mL) was added 2,4-difluorobenzenesulfonyl chloride (18) (3.2 mL, 23.8 mmol) dropwise at 0 C. After the reaction mixture was allowed to warm to rt and stirred overnight, it was diluted with cold water. The precipitate was collected by filtration, washed with water, dried to afford 19 (3.42 g, 46%) as a pale pink solid, mp 154-156 C. 1H NMR (CDCl3) delta 7.91-7.88 (m+d, J = 2.0 Hz, 2H, Ar-H), 7.82 (d, J = 2.0 Hz, 1H, Ar-H), 7.22 (br s, 1H, NH), 7.00-6.92 (m, 2H, Ar-H), 3.90 (s, 3H, OCH3).

The synthetic route of 13918-92-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Min; Gao, Mingzhang; Miller, Kathy D.; Sledge, George W.; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 22; 4; (2012); p. 1569 – 1574;,
Chloride – Wikipedia,
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Adding a certain compound to certain chemical reactions, such as: 6276-54-6, name is 3-Chloropropan-1-amine hydrochloride, 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 6276-54-6, category: chlorides-buliding-blocks

To a solution of 3-chloropropan-1-amine hydrochloride salt (1.00 g, 7.69 mmol) in water (4ml) was added NaN3 (1.49 g, 22.7 mmol) and the reaction was heated at 80 C for 15 h. Thesolution was basified with KOH (1.10 g, 19.2 mmol) and extracted with diethyl ether (3 × 5 ml). Thecombined organics were dried over anhydrous Na2SO4, filtered and the solvent was removed (almost todryness) in vacuo to give 3-azidopropan-1-amine as a colourless oil (0.761 g, quant.).

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, 3-Chloropropan-1-amine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hanna, Jill R.; Allan, Christopher; Lawrence, Charlotte; Meyer, Odile; Wilson, Neil D.; Hulme, Alison N.; Molecules; vol. 22; 5; (2017);,
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Reference of 95-81-8, A common heterocyclic compound, 95-81-8, name is 2-Chloro-5-methylaniline, molecular formula is C7H8ClN, 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 62 N-((4-Chlorophenyl)methyl)-4-hydroxy-5-methyl-3-quinolinecarboxamide [] A mixture of 2-chloro-5-methylaniline (2.83 g) and diethyl ethoxymethylenemalonate (4.04 mL) is heated at 135 C for 2 h. The resulting mixture is diluted with diphenyl ether (40 mL) and heated to reflux with a Dean-Stark trap for 1 h. The mixture is allowed to cool to rt and is then poured into hexane (50 mL). The solid is filtered and is washed with hexane (20 mL) and hexane/diethyl ether (1/1, 2 x 30 mL) to afford 4.89 g of the 8-chloro-6-methyl-quinolinecarboxylate ethyl ester. The ethyl ester (2.0 g) is dissolved in acetic acid (150 mL) along with NaOAco3 H2O (1.12 g) and 5% palladium on carbon (750 mg). The mixture is placed under hydrogen pressure (28 psi) in a Parr hydrogenator for 3 h. The mixture is filtered through a plug of celite, concentrated in vacuo, and suspended in water (10 mL). The crude product is filtered, washed with water, and recrystallized (DMF) to afford 964 mg of the 5-methyl-quinolinecarboxylate ethyl ester. The resulting ester (463 mg) and 4-chlorobenzylamine (2.43 mL) are heated at 190 C for 1 h. The resulting mixture is diluted with toluene (5 mL) and allowed to cool to rt affording a white solid. The crude product is filtered, washed with toluene (2 mL) followed by hexane (4 mL), and then recrystallized successively from acetic acid/water then ethyl acetate to afford 426 mg of the title compound as a white solid. Physical characteristics are as follows: Mp 205-6 C.1H NMR (300 MHz, DMSO) delta 12.50, 10.46, 8.64, 7.55, 7.47, 7.37, 7.15, 4.51, 2.83.13C NMR (100 MHz, DMSO) delta 179.47, 165.26, 143.30, 141.17, 140.60, 139.33, 132.26, 131.80, 129.75, 128.77, 127.97, 125.04, 117.56, 112.18, 41.84, 24.21IR (mull) 3404, 2924, 2855, 1645, 1628, 1604, 1574, 1545, 1498, 1467, 1459, 1342, 1224, 1170, 1097, 1016, 816, 783, 75 cm-1.HRMS (FAB) Found, 326.0803.MS (ESI-) for C18H15ClN2O2m/z 325 (M-H)-.

The synthetic route of 95-81-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pharmacia & Upjohn Company LLC; EP1042295; (2005); B1;,
Chloride – Wikipedia,
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13726-14-2, name is 4-Chloro-3-methoxyaniline, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C7H8ClNO

General procedure: Procedure A: A mixture of substituted 2,4-dichloropyrimidine (1.0 equiv.) and substituted aniline (1.15 equiv.) in MeOH/water (1 : 1.5, 0.2 M) was stirred at 45 C. The reaction time is indicated below. Upon cooling to ambient temperature, the desired product precipitated and was filtered, washed with MeOH/water (1 : 1.5, 20 mL), and dried.

The synthetic route of 13726-14-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; (257 pag.)WO2016/22460; (2016); A1;,
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Some common heterocyclic compound, 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, molecular formula is C6H3BrClF, 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. SDS of cas: 1996-29-8

Under an argon atmosphere,9H-carbazole (9.3 g), 1-bromo-4-chloro-2-fluorobenzene (23.3 g), cesium carbonate (36.2 g) and DMF (222 mL) were stirred at 150 C. for 7 hours. Water was added at room temperature, and the resulting mixture was extracted with ethyl acetate. The organic layer was purified by silica gel chromatography, and the solvent was removed to obtain 9- (2-bromo-5-chlorophenyl) carbazole as a white solid (11.4 g, yield 58%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1996-29-8, its application will become more common.

Reference:
Patent; IDEMITSU KOSAN COMPANY LIMITED; HAKETA, TASUKU; ITO, HIROKATSU; KUDO, YU; (149 pag.)JP2018/108939; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

10061-02-6, name is trans-1,3-Dichloropropene, belongs to chlorides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C3H4Cl2

(1), the (E)- 1, 3 – dichloropropene (354g, 3.20 muM) added to the tetrahydrofuran (1.5L) solution, light added under mixing sodium iodide (595g, 3.2 muM), stirring at the room temperature 2h, preparation of (E)-1 – chloro -3 – iodo propylene reaction liquid for use. The (S)-4 – phenyl -2 oxazolidone (720g, 2.91 mol) is added to the tetrahydrofuran (2L) solution, lowering the temperature to -10 C, dropwise 1N II (trimethyl silicon-based) amino lithium (486.8g, 2 . 91 muM) tetrahydrofuran solution (3L), to maintain the temperature of the reaction solution is lower than the -10 C, after the completion of the dropping -10 C reaction 2h, then adding the above-mentioned preparation of (E)-1 – chloro -3 – iodo acrylic solution. Then slow heating to 10 C, overnight reaction. TLC monitoring raw material the reaction is complete. The reaction liquid is poured into the saturated NH4Cl solution (5L) quenching, steaming and remove a portion of the solvent, and then the extraction of ethyl acetate concentrate (2L × 3), combined with the several phase, anhydrous sodium sulfate drying, steaming and to job 1 kg brown oily matter, directly used for the next step reaction.

The synthetic route of 10061-02-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Borui Bio-pharmaceutical (Suzhou) Co., Ltd.; Yuan Jiandong; Liu Wei; Ma Shimin; (29 pag.)CN104058990; (2017); B;,
Chloride – Wikipedia,
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Electric Literature of 821-99-8, 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. 821-99-8, name is 1,9-Dichlorononane, This compound has unique chemical properties. The synthetic route is as follows.

In a 250 ml eggplant-type bottle, 1,9-dichlorononane (4.0 g, 20.3 mmol) was added,Phthalimide potassium salt (12.7 g, 68.6 mmol) and DMF (100 ml),Heat in a 130C oil bath overnight. Pour the reaction into water and collect the precipitate.Precipitation drying is 2,2″-(nonane-1,9-diyl)bis(isoindole-1,3-dione)12.0 g (white solid, yield 91%).

The chemical industry reduces the impact on the environment during synthesis 1,9-Dichlorononane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shanghai Jiao Tong University; Fu Lei; Zhang Ying; Yang Fengzhi; Xie Fangzhou; Deng Xinxian; Qiao Yixue; Jiang Faqin; Xie Dongsheng; (16 pag.)CN107721925; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 7006-52-2, name is N-Methyl-3-chloroaniline, 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 7006-52-2, name: N-Methyl-3-chloroaniline

To a 20 ml microwave tube was added 3-chloro-N-methylaniline (300 mg, 2.13 mmol), ethyl 2-bromoacetate (426 mg, 2.55 mmol).Diisopropylethylamine (550 mg, 4.26 mmol) and 10 ml of acetonitrile, the mixture was reacted under microwave at 100 ° C for 2 hours.The reaction was stopped, cooled to room temperature, concentrated, and the residue was applied to a column (yield: petroleum ether: ethyl acetate = 10:1) to give compoundN-(3-Chlorophenyl)-N-methylglycine ethyl ester (460 mg, yield 95percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-Methyl-3-chloroaniline, and friends who are interested can also refer to it.

Reference:
Patent; Shenzhen Weixin Biological Technology Co., Ltd.; Yu Jindi; Lu Xianping; Li Zhibin; Xin Lijun; Zhu Jiangfei; Fu Chao; (67 pag.)CN108203438; (2018); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 108-41-8,Some common heterocyclic compound, 108-41-8, name is 1-Chloro-3-methylbenzene, molecular formula is C7H7Cl, 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: Under a N2 atmosphere, KOtBu (102.1 mg, 1.3 equiv) and a so-lution of complex 3a (10e50 mL, 0.01e0.05 mol%, prepared from4.6 mg of complex 3a in 1.0 mL dichloromethane) were added into aSchlenk reaction tube. The tube was sealed and the solvent wasremoved under reduced pressure. Then toluene (0.5 mL), amines(0.84 mmol) and aryl chlorides (0.70 mmol) were successivelyadded. The mixture was stirred vigorously at the specied tem-perature for 3e24 h. Then the solvent was removed under reducedpressure and the residue was puried by ash column chroma-tography (SiO2) to give the corresponding products.

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

Reference:
Article; Zhang, Zhi-Mao; Gao, Yu-Jue; Lu, Jian-Mei; Tetrahedron; vol. 73; 52; (2017); p. 7308 – 7314;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics