Category: chlorides-buliding-blocks

Reference of 53531-69-4, These common heterocyclic compound, 53531-69-4, name is (4-Bromophenyl)methanesulfonyl chloride, 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 solution of triphenylphosphine (5.13 g) and methylamine (2 M in tetrahydrofuran; 9.78 mL) in dichloromethane (10 mL) is added via a dosing pump over a period of 1 h to a mixture of 4-bromobenzylsulfonyl chloride (5.00 g) und triethylamine (5.45 mL) in dichloromethane (75 mL) at 0C under an argon atmosphere and the resulting mixture is stirred for 1 h at 0C. The reaction mixture is concentrated in vacuo and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 60:40?0:100) to give the title compound. LC (method 1 ): tR = 0.84 min; Mass spectrum (ESI+): m/z = 234, 236 [M+H]+.

Statistics shows that (4-Bromophenyl)methanesulfonyl chloride is playing an increasingly important role. we look forward to future research findings about 53531-69-4.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LANGKOPF, Elke; BLUM, Andreas; (89 pag.)WO2016/23789; (2016); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Electric Literature of 15205-11-5,Some common heterocyclic compound, 15205-11-5, name is 2-Chloro-4-fluorobenzylamine, molecular formula is C7H7ClFN, 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.

Tert-butyl 2,4-dichloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine-6-car boxylate (8.30 g, 27.2 mmol) prepared according to Process Step 1 was dissolved in tetrahydrofuran (80 mL), and the solution was mixed with 2-chloro-4-fluorobenzylamine (8.69 g, 54.4 mmol) and triethylamine (11.4 mL), followed by stirring at 40 C for 15.5 hours. Crystals precipitated in the reaction mixture were separated by filtration, and the solvent was distilled off from the filtrate. The precipitated crystals were reslurried from a 3:1 mixture of hexane and ethyl acetate and thereby yielded tert-butyl 2-chloro-4-(2-chloro-4-fluorobenzylamino)-5,6,7,8-tetrahydro pyrido [4,3-d]pyrimidine-6-carboxylate (9.99 g, 23.4 mmol, in a yield of 86%).

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

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1552842; (2005); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 104-52-9, name is 3-Phenylpropyl 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 104-52-9, COA of Formula: C9H11Cl

Preparation 149 1-[4-(3-chloropropyl)phenyl]ethanone Aluminium chloride (15.0 g, 0.11 moles) and acetyl chloride (16.0 g, 0.20 moles) were dissolved in dichloromethane (50 ml) at room temperature. This mixture was then added dropwise to a solution 1-chloro-3-phenylpropane (15.5 g, 0.10 moles) in dichloromethane (25 ml) at room temperature over 15 minutes. The mixture was stirred for 1 hr and then poured cautiously onto ice. The aqueous layer was extracted with dichloromethane (450 ml). The organics were washed with water and brine, and then dried (MgSO4) and concentrated in-vacuo to give the title compound (19.2 g, 98%) as an oil. 1H-NMR (300 MHz, CDCl3): 2.10 (quintet, 2H), 2.60 (s, 3H), 2.85 (t, 2H), 3.55 (t, 2H), 7.30 (d, 2H), 7.90 (d, 2H).

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-Phenylpropyl Chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Banks, Bernard Joseph; Critcher, Douglas James; Fenwick, Ashley Edward; Gethin, David Morris; Gibson, Stephen Paul; US2003/207876; (2003); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Reference of 63857-00-1, 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. 63857-00-1, name is N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

16.4 g 2-mercapto-5-thiomethyl-1, 3, 4-THIADIAZOLE (available from FEW, Wolfen/Germany) and 36.0 g dye A (available from Aldrich) were added under stirring to 200 ML Downanol PM in a 11 three-necked flask equipped with a stirrer and a reflux condenser. Then a solution of 4.0 g sodium hydroxide and 36.5 g 2-methylene-1, 3, 3-trimethylindoline (Fischer base, available from Aldrich) in 35 ml ethanol was added under stirring for one minute to this suspension. The reaction mixture warmed up to about 40C without the addition of external heat. Then the reaction mixture was left to cool to room temperature and 600 ml of a 2 wt.-% hydrochloric acid were added. After the reaction mixture had cooled to room temperature, the insoluble portion was separated by filtration and washed with 21 of water. Then the product was dried for one day at 50C in a circulating air oven. Yield: 56.2 g (92.9% based on dye A). The dried product was suspended in 500 ML methyl ethyl ketone and heated to 80C for one hour. Subsequently, the solution with a temperature of about 40C was filtered and the solid portion was washed with ethyl acetate. The product was air-dried. Yield: 48.6 g (80.3 wt. – % based on dye A), W/VIS spectrum in methanol : No.MAX = 796 nm, extinction coefficient E = 3321/G X CM.

The synthetic route of N-((2-Chloro-3-((phenylimino)methyl)cyclohex-2-en-1-ylidene)methyl)aniline hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KODAK POLYCHROME GRAPHICS GMBH; WO2004/52995; (2004); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 873-38-1, A common heterocyclic compound, 873-38-1, name is 2-Bromo-4-chloroaniline, molecular formula is C6H5BrClN, 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: A mixture of 2-iodoanilines (1.0 mmol), THF (3 mL), and t-BuOK (3 mmol) was stirred in a 10-mL sealed Schlenk tube for 5 min, and then dimethylthiocarbamoyl chloride (1.2 mmol) and CuBr (10 mol %) were added. The reaction mixture was heated at 60 C until completion as indicated by TLC. Then the mixture was cooled down to room temperature and quenched with sat. NH4Cl solution (5 mL). The aqueous phase was extracted with EtOAc (3 x10 mL). The combined organic phases were dried (Na2SO4), and the solvent was removed under reduced pressure. The obtained crude product was purified by flash column chromatography.

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; Chang, Cai-Zhu; Xu, Wan; Zeng, Meng-Tian; Liu, Min; Liu, Xing; Zhu, Hui; Dong, Zhi-Bing; Synthetic Communications; vol. 47; 13; (2017); p. 1262 – 1267;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Application of 39226-96-5,Some common heterocyclic compound, 39226-96-5, name is (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, molecular formula is C8H7ClF3N, 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: Compound 2a (438mg, 2.5mmol) and 2-chloro-3-(trifluoromethyl)benzylamine (419mg, 2.0mmol) were mixed with EDAC (480mg, 2.5mmol) and 1-hydrobenzotrizole (HOBt, 338mg, 2.5mmol) in dry dichloromethane (60mL). The reaction mixture was stirred for overnight at RT. Then the resultant mixture was washed with 2N HCl (50mL) and saturated aqueous NaHCO3 (40mL). The organic layer was dried over Na2SO4 and concentrated. The residue was purified by column chromatography on silica gel with eluent (2:98 MeOH/CH2Cl2) to afford a white solid product 3a (210mg, 28%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (2-Chloro-3-(trifluoromethyl)phenyl)methanamine, its application will become more common.

Reference:
Article; Gao, Mingzhang; Wang, Min; Glick-Wilson, Barbara E.; Meyer, Jill A.; Peters, Jonathan S.; Territo, Paul R.; Green, Mark A.; Hutchins, Gary D.; Zarrinmayeh, Hamideh; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 28; 9; (2018); p. 1603 – 1609;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

These common heterocyclic compound, 2106-02-7, name is 2-Chloro-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. Formula: C6H5ClFN

Preparation 38 2-Chloro-4-fluoro-N-(4-fluorophenyl)aniline A round bottom flask was charged with 1-bromo-4-fluorobenzene (6.011 g, 34.4 mmol), 2-chloro-4-fluoroaniline (5.000 g, 34.3 mmol), Xantphos (0.795 g, 1.4 mmol), anhydrous toluene (200 mL), and sodium tert-butoxide (4.952 g, 51.5 mmol). The mixture was degassed and filled with nitrogen, and then tris(dibenzylideneacetone)dipalladium(0) (0.944 g, 1.0 mmol) was added and the reaction was stirred under nitrogen at 100 C. for 16 hrs. After cooling to room temperature, the mixture was filtered through Celite and the filter cake washed with methylene chloride. The filtrate was concentrated and the residue purified by silica gel chromatography (0-20% ethyl acetate/hexanes) to afford a yellowish oil (5.63 g, 68%). 1H NMR (300 MHz, CDCl3) delta 7.14 (dd, 1H, J=8.4, 3.0 Hz), 7.12-6.98 (m, 5H), 6.88 (td, 1H, J=8.7, 3.0 Hz), 5.80 (br s, 1H).

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

Reference:
Patent; Bersot, Ross; Humphries, Paul; US2013/303524; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 873-38-1, name is 2-Bromo-4-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 873-38-1, Computed Properties of C6H5BrClN

General procedure: Compound 15 (67.5 g, 0.355 mol) was added to the 300 mL 15 % aq. HCl. A resulting suspension was stirred for 1 h at 80 oC, then cooled to -5 C and NaNO2 (26.0 g, 0.365 mol) in H2O (50 mL) was slowly added. The mixture was stirred for 1.5 h at -5 C and then the excess of HNO2 was neutralized with urea. The solution of KI (57.2 g, 0.0355 mol) in 50 mL H2O was added dropwise at 0 oC (caution, the fast evolution of N2 was observed). The mixture was warmed to room temperature and stirred for 40 h. After this time CHCl3 was added, water phase was extracted with CHCl3 (3 × 100 mL), joined organic phases were washed with saturated solution of NaHCO3 (200 mL), 5% solution of Na2S2O3 (200mL) and5% solution of Na2S2O5 (200mL). Organic phase was dried over MgSO4 and concentrated under reduced pressure. The obtained crude product was distilled under reduced pressure (b.p. 90-91 oC, 2 Tr) affording 17 as viscous oil (69.1 g, 64%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-4-chloroaniline, and friends who are interested can also refer to it.

Reference:
Article; Durka, Krzysztof; Laudy, Agnieszka E.; Charzewski, ?ukasz; Urban, Mateusz; St?pie?, Karolina; Tyski, Stefan; Krzy?ko, Krystiana A.; Luli?ski, Sergiusz; European Journal of Medicinal Chemistry; vol. 171; (2019); p. 11 – 24;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Related Products of 118-69-4, The chemical industry reduces the impact on the environment during synthesis 118-69-4, name is 2,6-Dichlorotoluene, I believe this compound will play a more active role in future production and life.

5 g of catalyst, as described in examples 3 and 4, was loaded in the reactor along with the diluent corundum particles (1: 1 by weight) and the reaction was performed under the following conditions. A reaction temperature of 350 to [400C] was used, and the GHSV comprised between 650-750 [H-1.] The contact time consisted of 4.8 to 5.5 seconds. The mole ratio of 2,6-DCT : H20 : NH3: air: N2 was 1: 15: 3-4: 21, the molar concentration of 2,6- DCT was 2.4 % and the ratio of [0/NH3] was 1. [1 %.] 5 g [VPCRO/TI02] (anatase) catalyst, as described in examples 3 and 4, was loaded in the reactor together with the diluent corundum particles (1: 1 by weight) and tested the influence of water vapour in the feed gas on the catalytic performance of the catalyst. The reaction was performed under the following reaction conditions. A reaction temperature of 350 to [400C] was used. The mole ratio of 2,6-DCT : NH3: air was 1: 4: 21, the molar concentration of 2,6-DCT was 2.1 to 3.8 %, and the ratio of [0/NHS] was 1. [1 %.]

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, 2,6-Dichlorotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TESSENDERLO CHEMIE S.A.; WO2003/101939; (2003); A2;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 13726-14-2, These common heterocyclic compound, 13726-14-2, name is 4-Chloro-3-methoxyaniline, 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.

3 was synthesized in a similar procedure as described for 2 by using 4-chloro-3-methoxyaniline (400 mg, 2.54 mmol), 1 (312 mg, 2.54 mmol), HOBt·H2O (389 mg, 2.54 mmol), DIPEA (0.66 g, 5.08 mmol), EDC.HCl (730 mg, 3.81 mmol) and anhydrous 1,4-dioxane (30 mL). 3 was obtained as a pale yellow solid (325 mg, 1.34 mmol, 53 % yield); mp: 120 C. 1H NMR (500MHz, CDCl3) delta ppm 10.07 (s, 1H), 8.63 (d, J=4.0Hz, 1H), 8.29 (d, J=8.0Hz, 1H), 7.92 (ddd, J=7.6, 7.6, 1.6Hz, 1H), 7.81 (d, J=2.0Hz, 1H), 7.50 (dd, J=7.0Hz, 5.0Hz, 1H), 7.34 (d, J=8.5Hz, 1H), 7.09 (dd, J=9, 2.5Hz, 1H), 3.97 (s, 3H). 13C NMR (125MHz, CDCl3) delta ppm 162.41, 155.68, 149.85, 148.37, 138.17, 137.97, 130.47, 127.01, 122.72, 117.80, 112.45, 104.37. LC-MS, calcd for C13H11N2O2Cl: 262.05; obsd: 263.0 [M+H]+.

Statistics shows that 4-Chloro-3-methoxyaniline is playing an increasingly important role. we look forward to future research findings about 13726-14-2.

Reference:
Article; Kil, Kun-Eek; Zhang, Zhaoda; Jokivarsi, Kimmo; Gong, Chunyu; Choi, Ji-Kyung; Kura, Sreekanth; Brownell, Anna-Liisa; Bioorganic and Medicinal Chemistry; vol. 21; 19; (2013); p. 5955 – 5962;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics