Month: February 2021

Reference of 38762-41-3,Some common heterocyclic compound, 38762-41-3, name is 4-Bromo-2-chloroaniline, molecular formula is C6H5BrClN, 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] N-(4-Bromo-2-chloro-phenyl)-3-chloro-propionamideTo a solution of 4-bromo-2-chloro-phenylamine (32 g, 0.15 mol) and pyridine (13.45 g, 0.17 mol) in DCM (200 mL) was added 3-chloropropionyl chloride (21.65 g, 0.17 mol) dropwise at 15 C. After stirring at room temperature for 1 fir, the mixture was washed with water and then 2 N aq. hydrochloric acid. The organic layer was dried over anhy. Na2S04, filtered, and concentrated in vacuo to afford the title compound (10.9 g, 90% yield) as a white solid.

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; AEBI, Johannes; AMREIN, Kurt; FANTASIA, Serena Maria; HORNSPERGER, Benoit; KUHN, Bernd; LIU, Yongfu; MAERKI, Hans P.; MAYWEG, Alexander, V.; MOHR, Peter; SCALONE, Michelangelo; TAN, Xuefei; ZHOU, Mingwei; WO2013/41591; (2013); A1;,
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 139512-70-2 as follows. Recommanded Product: 139512-70-2

General procedure: A mixture of compounds 1a-l (0.013 mol) and 4-chloro-5-fluoro-ophenylenediamine(2) (0.01 mol) in methanol (10 mL) was irradiatedwith ultrasonic irradiation at 50 C for 7 min (8 min for 3a) Afterreaction completion (monitored by TLC, ethyl acetate/hexane = 3:1), themixture was poured onto water and the precipitated product was filtrated off, washed with water and recrystallised from ethanol/water, 3:1.

According to the analysis of related databases, 139512-70-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mente?e, Emre; Kahveci, Bahittin; Mente?e, Meltem; Journal of Chemical Research; vol. 42; 6; (2018); p. 329 – 331;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 627-42-9, name is 2-Methoxyethyl 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 627-42-9, Formula: C3H7ClO

1) according to the amount of substance, the 2 portions N-methyl imidazole is added to the round-bottom flask, then adding normal heptane, magnetic stirring, the stirring speed is 500 revolutions/minutes, until the reaction is complete;(2) for the shares N-methyl imidazole 1.1 times of chloroethyl methyl ether is added to the above-mentioned solution; nitrogen protection, the water bath temperature control, magnetic stirring, at a temperature of 80 C reaction under 48 hours;(3) to the upper layer solution retrodisplacement reaction is ended, the lower layer solution is extracted with ethyl acetate 3 times, vacuum distillation to obtain intermediate 1-methyl, 3-methyl ether chloride ion ionic liquid

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

Reference:
Patent; Huanghuai College; Feng, Xiantao; Wei, Yu; Zhang, Jingxun; (6 pag.)CN105399679; (2016); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Synthetic Route of 6579-54-0, The chemical industry reduces the impact on the environment during synthesis 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, I believe this compound will play a more active role in future production and life.

General procedure: Benzenesulfonyl chloride (1 mmol) in butanone (5 mL) was heated with stirring to 40C, and cyanamide solution (50%)was added dropwise, then the temperature was raised to 60C and stirring continued for 3 h. The compound 7 (0. 8 mmol)was added and heated to 80C for 3 h. After cooling to 40C, the reaction mixture was poured into cold water while stirring, white crystals or powders were precipitated, filtered,washed with water, and dried. Analytically pure samples were obtained by recrystallization from aqueous ethanol.

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-Dichlorobenzenesulfonyl chloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li, Jie; Zheng, Tu-Cai; Jin, Yi; Xu, Jian-Guo; Yu, Jian-Gang; Lv, Yan-Wen; Chemical and Pharmaceutical Bulletin; vol. 66; 1; (2018); p. 55 – 60;,
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. 870-24-6, name is 2-Chloroethanamine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Formula: C2H7Cl2N

In a IL round bottom flask, 50.4g sodium hydroxide (1.26mol) was dissolved in 50OmL water (-10% solution). 66.6g (.574mol) 2-chloroethylamine hydrochloride was then added and the solution stirred in an ice bath at 0C until the salt was completely dissolved. lOOg (.631mol) 4-fluorobenzoyl chloride was then added dropwise via an addition funnel into the vigorously stirred solution. After addition, the solution stirred at O0C for 1 hour followed by stirring at room temperature for 1 hour. The cloudy mixture was then filtered to remove the water and the solids washed with ether and then filtered to give ~118g crude (slightly wet) benzamide (Alternatively, the solids could be dissolved in methylene chloride, dried with magnesium sulfate, filtered and evaporated to completely remove water from the solids). These solids were recrystallized from 120ml EtOAc/200mL hexanes to give 88.2g crystalline N-(2-chloroethyl)-4-fluorobenzamide after hexanes wash and drying (an additional 6.22g benzamide recrystallized from the original water mother liquor). NMR confirmed the structure of this compound (81.4% total yield).

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 870-24-6.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; WO2006/121811; (2006); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 61881-19-4, name is 2,2,2-Trifluoro-N-phenylacetimidoyl chloride, molecular formula is C8H5ClF3N, 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 2,2,2-Trifluoro-N-phenylacetimidoyl chloride

Compound 16 (97 mg, 42.9 mol) was reacted with (N-phenyl)-2,2,2-trifluoroacetoimidoyl chloride (17.8 mg, 85.8 mol) andK2CO3 (29.7 mg, 215 mol) in acetone (1.7 mL) as described for 13. The crude product was purified bysilica gel column chromatography with hexane-EtOAc (83:17) and gel permeation chromatography[S-X1, toluene-EtOAc (75:25)] to give the title product 17 (94.7 mg, 91%). [alpha]D -35.2 (c 1.3, CHCl3);1H-NMR (500 MHz, CDCl3) delta7.38-7.07 (m, 43H, Ar), 6.82 (d, 1H, J2,NH = 9.4 Hz, NH), 6.71-6.69 (m,2H, Ar), 6.26 (br, 1H, H-1GlcN), 6.00 (d, 1H, J2,NH = 4.7 Hz, NH), 5.88-5.81 (m, 1H, H2C=CHCH2),5.30-5.14 (m, 10H, H2C=CHCH2 2, H-1Fuc 2, H-2Fuc 2, H-3Fuc 2, H-4Fuc 2), 5.07 (d, 1H,J1,2 = 8.1 Hz, H-1GlcN), 5.03-5.00 (m, 2H, H-5Fuc, PhCH2), 4.94 (dd, 1H, J4,5 = 12.7 Hz, J5,6 = 6.4 Hz,H-5Fuc), 4.78 (d, 1H, Jgem = 11.6 Hz, PhCH2), 4.71 (d, 1H, Jgem = 11.2 Hz, PhCH2), 4.63 (d, 1H,Jgem = 11.9 Hz, PhCH2), 4.60-4.37 (m, 13H, PhCH2 11, H-1Gal, H-2GlcN), 4.32 (d, 1H, J1,2 = 7.8 Hz,H-1Gal), 4.20 (t, 1H, J2,3 = J3,4 = 9.2 Hz, H-3GlcN), 4.07-4.01 (m, 3H, H2C=CHCH2 2, H-4GlcN),3.93-3.77 (m, 8H, H-4GlcN, H-2GlcN, H-6aGal, H-6aGal, H-4Gal, H-5GlcN, H-4Gal, H-6bGal), 3.76-3.65(m, 3H, H-3Gal, H-3GlcN, H-2Gal), 3.62-3.52 (m, 5H, H-6aGlcN, H-6bGlcN, H-6aGlcN, H-6bGal, H-2Gal),3.49-3.44 (m, 2H, H-5Gal, H-6bGlcN), 3.38 (dd, 1H, J5,6a = 5.5 Hz, J5,6b = 7.5 Hz, H-5Gal), 3.21-3.18 (m,2H, H-3Gal, H-5GlcN), 2.16 (s, 3H, Ac), 2.15 (s, 3H, Ac), 2.14 (s, 3H, Ac), 2.05 (s, 3H, Ac), 2.01 (s, 6H,Ac 2), 0.85 (d, 3H, H-6Fuc), 0.69 (d, 3H, J5,6 = 6.4 Hz, H-6Fuc); 13C-NMR (125 MHz, CDCl3) delta170.4,170.3, 170.2, 170.1, 169.4, 160.9, 160.7, 142.7, 139.0, 138.8, 138.4, 138.3, 138.2, 138.1, 137.8, 137.6, 137.3,134.9, 129.3, 129.0, 129.0, 128.8, 128.5, 128.4, 128.4, 128.3, 128.2, 128.2, 128.2, 128.1, 128.1, 127.9, 127.8,127.7, 127.7, 127.6, 127.5, 127.3, 127.3, 125.2, 124.6, 119.2, 117.0, 116.6, 114.8, 103.4, 103.2, 99.4, 96.0, 95.6,93.3, 92.6, 92.4, 81.8, 80.8, 78.5, 78.1, 77.6, 76.5, 75.1, 74.9, 74.7, 74.6, 74.4, 74.3, 74.1, 73.4, 73.3, 73.2, 72.9,72.8, 72.4, 72.0, 71.6, 71.5, 71.4, 68.8, 68.5, 68.2, 68.1, 68.0, 67.9, 67.1, 66.7, 64.8, 64.5, 58.7, 54.6, 30.9,29.6, 21.4, 20.9, 20.8, 20.8, 20.7, 20.7, 15.7, 15.2, 14.1. HRMS (ESI) m/z: found [M + Na]+ 2450.6466,C119H130Cl6F3N3O35 calcd. for [M + Na]+ 2450.6466.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 61881-19-4, its application will become more common.

Reference:
Article; Kobayashi, Daisuke; Ueki, Akiharu; Yamaji, Tomoya; Nagao, Kazuya; Imamura, Akihiro; Ando, Hiromune; Kiso, Makoto; Ishida, Hideharu; Molecules; vol. 21; 5; (2016);,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 56961-77-4, name is 1-Bromo-2,3-dichlorobenzene, molecular formula is C6H3BrCl2, 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: 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 Compound 109: 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).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 56961-77-4, its application will become more common.

Reference:
Patent; Ligand Pharmaceuticals Incorporated; US5693647; (1997); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 309721-44-6, name is 2-Bromo-1-chloro-3-fluorobenzene, 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 309721-44-6, Recommanded Product: 309721-44-6

40.0 g (1.0 eq) of Compound 1 (5,12-dihydroindolo [3,2-a] carbazole) and 26.27 g (1.5 eq) of Potassium tert-butoxide (KOtBu) were dissolved in dimethylformamide (DMF)And the mixture was heated and stirred.At the start of the reflux, 40.0 g (1.1 eq) of compound 1a (2-bromo-1-chloro-3-fluorobenzene) was added.After the reaction was completed after 3 hours, the reaction was poured into water and the crystals were dropped and filtered.The filtered solid was completely dissolved in chloroform (CHCl3), washed with water, and again reduced in pressure to remove the solvent. The residue was purified by column chromatography to obtain 49.5 g of Compound A-1 (yield: 71%).

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; LG Chem, Ltd.; Lee Jeong-ha; Park Tae-yun; (125 pag.)KR2017/126814; (2017); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Some common heterocyclic compound, 6579-54-0, name is 2,6-Dichlorobenzenesulfonyl chloride, molecular formula is C6H3Cl3O2S, 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 2,6-Dichlorobenzenesulfonyl chloride

General procedure: Step 3. To the solution of crude product 7 (255 mg, 1 mmol) in dry pyridine (5 mL, Sinopharm), corresponding sulfonyl chloride (1.5 mmol, Energy Chemical, Shanghai, China) was added and the mixture was stirred at room temperature. Then it was added to 10% aqueous HCl (50 mL, Sinopharm) and the suspension was extracted with ethyl acetate (Sinopharm). The organic phase was washed with brine, dried over anhydrous Na2SO4 and filtered. The residue was purified by silica chromatography after removal of ethyl acetate to give compounds 9a-q.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6579-54-0, its application will become more common.

Reference:
Article; Huang, Ke; Jiang, Lulu; Li, Huiti; Ye, Deyong; Zhou, Lu; Molecules; vol. 24; 5; (2019);,
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. 1513-25-3, name is 2-Chloro-1-fluoro-4-methylbenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H6ClF

Potassium ethoxide (1.74 g, 20.7 mmol) was dissolved in anhydrous diethyl ether (50 mL), was added dropwise diethyl oxalate (1g, 6.9mmol) in anhydrous diethyl ether (20mL) at room temperature, then added dropwise chloro-1-fluoro-4-methyl-benzene (1g, 6.9mmol) in anhydrous diethyl ether (20mL) at rt was stirred room temperature for 30 hours. Quenched with ice water, extracted with ethyl acetate, the organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated to give the crude product purified by column chromatography, to give ethyl 3-(3-chloro-4-fluorophenyl)-2-carbonylpropionate (610mg, yield 36%)

According to the analysis of related databases, 1513-25-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Hansen Bio-pharmaceutical Technology Co., Ltd.; Jiangsu Haosen Pharmaceutical Group Co., Ltd.; Liu Shiqiang; Zhou Yuanfeng; Bao Meng; Yuan Yida; Liu Lei; Bao Rudi; (57 pag.)CN109761986; (2019); A;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics