Author: Jessica.F

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. 19752-55-7, name is 1-Bromo-3,5-dichlorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Bromo-3,5-dichlorobenzene

General procedure: A solution of aryl bromide (0.3 mol) (see Table 1) in diethyl ether (~215 mL) was added to a mixture of Mg turnings (7.29 g, 0.3 mol), diethyl ether (~17 mL), and a catalyst (several iodine crystals) under argon with stirring at such a rate that the ether was boiling, then the mixture was refluxed for 1?1.5 h. Since 1-bromo-2,4-dichlorobenzene (the starting compound for the synthesis of a-hydroxy ester 3e) did not react with magnesium under these conditions, the Grignard reaction for it was carried out in the presence of a large amount of iodine and dibromoethane (4 mL) upon reflux for 2.5 h.

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 19752-55-7.

Reference:
Article; Vasilyeva; Vorobyeva; Russian Chemical Bulletin; vol. 67; 8; (2018); p. 1426 – 1432; Izv. Akad. Nauk, Ser. Khim.; 8; (2018); p. 1426 – 1432,7;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 39191-07-6, name is 1-(3-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. Quality Control of 1-(3-Chlorophenyl)-N-methylmethanamine

Diisopropylethylamine (0.073 mL, 0.42 mmol) was added to a mixture of 3-[(2-methoxy-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carbonyl)-amino]-4-methyl-benzoic acid (0.05 g, 0.14 mmol) (from Example 20 supra) and HATU (0.080 g, 0.21 mmol) (Aldrich) in DMF (2.0 mL). The resulting mixture was stirred at room temperature for 30 minutes. 3-Chloro-N-methylbenzylamine (0.061 mL, 0.42 mmol) (Aldrich) was added. The mixture was stirred for 18 hours. The mixture was partitioned between ethyl acetate and water. The precipitate formed was collected by filtration and washed with methanol and dried in vacuum oven to give 2-methoxy-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid {5-[(3-chloro-benzyl)-methyl-carbamoyl]-2-methyl-phenyl}-amide. (Yield 0.018 g, 26.1%).HR-MS (ES+) m/z Calculated for C25H23ClN5O4 ([M+H]+): 514.1252. Found: 514.1251.

The synthetic route of 1-(3-Chlorophenyl)-N-methylmethanamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anderson, Kevin; Chen, Yi; Chen, Zhi; Luk, Kin-Chun; Rossman, Pamela Loreen; Sun, Hongmao; Wovkulich, Peter Michael; US2012/184542; (2012); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 27139-97-5,Some common heterocyclic compound, 27139-97-5, name is 2-Bromo-4-chloro-1-methylbenzene, molecular formula is C7H6BrCl, 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.

5-Chloro-2-methylbenzaldehyde Into a flame-dried 250 mL round-bottom flask equipped with a magnetic stir bar and under N2 was added 2-bromo-4-chlorotoluene (10.0 mL, 75.0 mmol) in anhydrous THF (150 mL). The clear sol. was cooled to -78° C. and BuLi (36.6 mL, 82.4 mmol, 2.25 M sol. in hexanes) was added dropwise over 20 min. The resulting light orange sol. was stirred at -78° C. for 1 h, and DMF (30 mL, 375 mmol) was added in a single addition. The resulting mixture was allowed to warm to rt over 4 h. The reaction was quenched by addition of aq. 1M HCl (20 mL), and stirred at rt overnight. The reaction mixture was poured into a 500 mL separatory funnel containing aq. 1M HCl (200 mL). The mixture was extracted with Et2O (3*100 mL). The combined org. layers were washed with brine, dried over MgSO4, filtered, and concentrated under reduced pressure to a yellow oil. Purification by short-path distillation under reduced pressure (1 mm Hg) yielded the title compound as a light yellow oil (7.99 g, 69percent). bp=70-72° C. at 1 mm Hg. 1H NMR (CDCl3, 500 MHz) delta 10.23 (1H, s), 7.77 (1H, d, J=2.5 Hz), 7.45 (1H, dd, J=8.0, 2.5 Hz), 7.22 (1H, d, J=8.0 Hz), 2.65 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-4-chloro-1-methylbenzene, its application will become more common.

Reference:
Patent; Bezencon, Olivier; Bur, Daniel; Corminboeuf, Olivier; Dube, Daniel; Grisostomi, Corinna; MacDonald, Dwight; McKay, Dan; Powell, David; Remen, Lubos; Richard-Bildstein, Sylvia; Scheigetz, John; Therien, Michel; Weller, Thomas; US2009/176823; (2009); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 29671-92-9, 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. 29671-92-9, name is Carbamimidic chloride hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

Chloroformamidine hydrochloride with Sodium hydroxide is put into A 25 mL round bottom flask was charged with 3 mL of acetonitrile solvent and pretreated Neutralize the acid, get free amidine. Then, ethyl benzoylacetate and perfluoroiodobutane were successively added at room temperature. indoor Light and room temperature for 8h, TLC monitoring reaction end, stop the reaction, the mixture. [0119] Ethyl benzoylacetate: Perfluorooiodobutane: Chloroformamidine hydrochloride: Sodium hydroxide = 1.0: 1.1: 1.1: 4.1; [0120] 2. The mixture was extracted three times with water, the organic phases were combined and the organic solvent was removed by distillation under reduced pressure to give crude product. [0121] 3. The crude product was chromatographed on silica gel eluting with eluent (petroleum ether: ethyl acetate = 30: 1 (nu: nu) A white solid was obtained as the product ethyl-2-chloro-4-perfluoropropyl-6-phenylpyrimidine-5-carboxylate in 57% yield.

The chemical industry reduces the impact on the environment during synthesis Carbamimidic chloride hydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Liaoning University; Liang Fushun; Wang Rui; Han Zhengbo; Su Zhongmin; (12 pag.)CN106831603; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 918538-05-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 918538-05-3 name is 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: A slurry of (2-chloro-4-(1-(3,4,5-trimethoxyphenyl)-lH-imidazol-4-ylamino)pyrrolo[1,2- f][1,2,4]triazin-7-yl)methanol (101b) (97 mg, 0.23 mmol), (S)-pyrrolidin-2-ylmethanol (171 mg, 1.69 mmol), di-tert-butyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (di-t-Bu-XPhos, 14 mg, 0.034 mmol), Pd2(dba)3 (14 mg, 0.016 mmol), sodium tert-butoxide (162 mg, 1.69 mmol) in PhMe (5 mL) was degassed and placed in a sealed reactor. The reaction was heated at 100 C for 48 hr, cooled to room temperature, quenched with saturated aqueous H4CI and extracted with ethyl acetate (3 x 20 mL). The organic layers were combined, washed with water, brine, dried, filtered and concentrated in vacuum to dryness. The residue obtained was purified by flash column chromatography (Silica gel 12 g, eluting with MeOH in DCM from 0 to 40%) to afford (S)-(l-(7-(hydroxymethyl)-4-(l-(3,4,5-trimethoxyphenyl)-lH-imidazol-4- ylamino)pyrrolo[l,2-f][l,2,4]triazin-2-yl)pyrrolidin-2-yl)methanol (101c) (12 mg, 11 % yield) as a white solid; MR (300 MHz, DMSO-^e) delta 10.47 (s, 1H, D20 exchangeable), 8.24 (d, J = 1.5 Hz, 1H), 7.97 (s, 1H), 7.10 (d, J= 4.4 Hz, 1H), 6.96 (s, 2H), 6.37 (d, J = 4.4 Hz, 1H), 4.67 (s, 2H), 4.32 – 4.09 (m, 1H), 3.88 (s, 6H), 3.79 – 3.70 (m, 1H), 3.68 (s, 3H), 3.67 – 3.52 (m, 1H), 3.53 – 3.20 (m, 2H), 2.14 – 1.75 (m, 4H); MS (ES+): 496.5 (M+l), 518.5 (M+Na); MS (ES-): 494.4 (M-l).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,4-Dichloropyrrolo[2,1-f][1,2,4]triazine, and friends who are interested can also refer to it.

Reference:
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); 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. 108-70-3, name is 1,3,5-Trichlorobenzene, A new synthetic method of this compound is introduced below., COA of Formula: C6H3Cl3

Example 1; Method A-1; Preparation 2-bromo-1-(2, 4, 6-trichlorophenyl) ethanone; A mixture of 1,3, 5-trichlorobenzene (10.0 g, 55.1 mmol), 2-bromoacetyl bromide (5.0 mL, 57.8 mmol, 1.05 eq), and aluminum chloride (7.7 g, 57.8 mmol, 1.05 eq) was heated neat at 80 C under argon for 17 h until a black precipitate is formed. The reaction was cooled to room temperature, and the resultant black mass was dissolved in ethyl acetate (500 mL). Water (200 mL) was added slowly at 0 C to quench the reaction, and the biphasic layers were separated. The organic layer was then washed with water (2 x 150 mL) and brine (1 x 150 mL), dried (MgS04), filtered, and evaporated in vacuo. Recrystallization from hexane gave 11.5 g (69.3%) of 2-bromo-1-(2, 4, 6-trichlorophenyl)- ethanone as a fluffy white solid. 1H-NMR (DMSO-d6) 6 7.86 (s, 2H), 4.78 (s, 2H); Rf = 0.28, 2% ethyl acetate-hexane.

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

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2003/72561; (2003); 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. 13918-92-8, name is 2,4-Difluorobenzene-1-sulfonyl chloride, A new synthetic method of this compound is introduced below., Recommanded Product: 13918-92-8

General procedure: Compound 11a (800 mg,2.0 mmol) was dissolved in 10 ml ethyl acetate and then 9 N HCl(5 ml) was added, the reaction mixture was stirred for 30 min at roomtemperature, the reaction solvent was neutralized by NaHCO3 topH=8, 50 ml ethyl acetate and 30 ml H2O was added, after stirredadequately, the organic layer was separated, and concentrated, andthen the crude product was purified by silica gel columnchromatography using a mixture solvent of dichloromethane:methanol (20:1), to give white powder (540 mg); Above whitepowder (150 mg, 0.5 mmol) was dissolved in THF (10 ml),iodomethane (107 mg, 0.75 mmol) and triethylamine (0.5 ml) wereadded in the solvent. After the reaction mixture was stirred for 1 h at room temperature, the solvent was concentrated, the residues was purified by silica gel column chromatography using a mixture solvent ofdichloromethane: methanol (40:1), to give (12aa) Yield 49%, White powder.

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; Zhang, Min; Jiang, Li; Tao, Jia; Pan, Zhaoping; He, Mingyao; Su, Dongyuan; He, Gu; Jiang, Qinglin; Bioorganic and Medicinal Chemistry; vol. 27; 11; (2019); p. 2268 – 2279;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 1435-48-9, 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. 1435-48-9, name is 2,4-Dichloro-1-fluorobenzene belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Add NaH (60% in mineral oil, 0.132 g, 3.32 mmol) to 1- (benzyl-methyl-amino)-4-methyl-3-ol (0.498 g, 2.21 mmol) in anhydrous DMSO (10 mL). After 30 minutes, add 1, 3-dichloro-4- fluorobenzene (0.474 g, 2.87 mmol) and then heat the reaction mixture at 60C overnight. Cool the mixture and partition between EtOAc and water. Separate the layers and extract the aqueous layer with EtOAc. Combine the organic extracts, wash with aqueous saturated sodium chloride solution, dry over anhydrous Na2SO4, filter, and concentrate in vacuo. Purify the residue on silica gel eluting with 5% 2N NH3 in MeOH/dichloromethane to give benzyl- [3- (2, 4-dichloro- phenoxy) -4-methyl-pentyl] -methyl amine (0.385 g, 48%). Mass spectrum (ion spray): m/z = 366 (M+1),’H NMR (CD30D) 8 734 (d, 1H), 7.28-7. 17 (m, 6H), 7.06 (d, 1H), 4.35-4. 31 (m, 1H), 3.48 (dd, 2H), 2.55-2. 43 (m, 2H), 2.19 (s, 3H), 1.98-1. 83 (m, 3H), 0.98 (dd, 6H).

The synthetic route of 2,4-Dichloro-1-fluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/92835; (2005); 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. 2106-02-7, name is 2-Chloro-4-fluoroaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2106-02-7

In another 1L four-neck reaction flask, under the protection of nitrogen, 219.54 g of tetrahydrofuran was added in sequence.77.43g (0.532mol) 2-chloro-4-fluoroaniline, 0.73g (0.00532mol) zinc chloride, 0.29g (0.000532mol) (dppp)NiCl2, stirring, the reaction system is cooled to 10 ~ 15 C, dripping Add the 3,4-dichlorophenylmagnesium bromide Grignard reagent produced in step 1 to the system, keep the temperature at 10-15 C, add the dropwise time for 3 hours, add dropwise, and keep warm for 4 h.After the sampling and detection reaction was completed, dilute hydrochloric acid was added dropwise to the reaction liquid, the reaction was quenched, stirred for 10 min, allowed to stand, layered, and the organic layer was washed with a 5% sodium chloride solution.The mixture was allowed to stand for stratification, and the organic layer was added with activated carbon, heated to reflux, filtered while hot, and the filtrate was concentrated under reduced pressure to remove tetrahydrofuran.So far, the temperature was lowered to 20 to 25 C to obtain a white flake solid, which was 3′,4′-dichloro-5-fluoro-2-aminobiphenyl, and the solid was weighed to 123.4 g, and the yield was 90.6% (by 2- Chloro-4-fluoroaniline), purity (GC) ? 99.0%.

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; Lianhua Science And Technology (Shanghai) Co., Ltd.; Lianhua Technology Co., Ltd.; Liaoning Tian Yu Chemical Co., Ltd.; Hubei Jun Tai Pharmaceutical And Chemical Co., Ltd.; Fan Xiaobin; Guo Zhanghong; Jiang Peng; (18 pag.)CN105198682; (2018); B;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 1005-56-7, A common heterocyclic compound, 1005-56-7, name is O-Phenyl carbonochloridothioate, molecular formula is C7H5ClOS, 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.

The compound 24 (0.75 g, 1.75 mmol) was dissolved in anhydrous dichloromethane (20 mL) and phenyl chlorothionoformate (0.356 mL, 2.62 mmol) was added slowly at 0 C. After added pyridine (1.0 mL) the reaction mixture was stirred at for overnight and concentrated. The crude product was purified using silica gel column chromatography (10% EtOAc in Hexane) to give of desired 25 (0.94 g, 95%). 13C NMR (150MHz, CDCl3): d 166.19, 153.17, 133.79, 133.25, 130.04, 129.94, 129.75, 128.75, 128.53, 126.85, 122.08, 114.07, 101.34, 85.06, 80.07, 79.46, 78.88, 62.93, 26.29, 25.16.

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; Yu, Hai; Cao, Hongzhi; Tiwari, Vinod Kumar; Li, Yanhong; Chen, Xi; Bioorganic and Medicinal Chemistry Letters; vol. 21; 17; (2011); p. 5037 – 5040;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics