Category: 118753-70-1

Synthetic Route of 118753-70-1,Some common heterocyclic compound, 118753-70-1, name is tert-Butyl bis(2-chloroethyl)carbamate, molecular formula is C9H17Cl2NO2, 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 containing bis(2-chloroethyl)-N-BOC amine (described in US Patent 5,661, 163) (8.15 g, 33.67 mmol), 3,4-dichlorophenylacetonitrile (5.05 g, 27.17 mmol), and DMSO (50 mL) was stirred at RT and solid cesium carbonate (17.6 g, 54.02 mmol) was added (in portions) over 10 minutes. After 20 h, additional cesium carbonate (1.7 g, ) was added, and the mixture stirred for an additional 72 h. The mixture was partitioned between water and EtOAc, the aq. layer was removed, and the organic layer washed successively with additional water,0.1M aq. HCl (2X), sat. aq.NaHC03, and brine. The organic layer was dried, filtered, concentrated, and the residue triturated (3: 1 hexane/ethyl acetate) to give the title compound as an off-white solid, m. p.142-145 C. MS m/z 255. 1H NMR (CDC13) 6 7.55 (d,1H), 7.49 (d, 1H), 7.32(m,1H), 4.3 (br d, 2H), 3.18 (br t, 2H), 2.07 (d, 2H), 1.89(m, 2H), 1.48 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl bis(2-chloroethyl)carbamate, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2004/20411; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 118753-70-1, name is tert-Butyl bis(2-chloroethyl)carbamate, 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 tert-Butyl bis(2-chloroethyl)carbamate

Reference example 79; (1); To compound (1) (4.0g) in DMSO (60ml) was gradually added 60percent sodium hydride (1.35g) under ice-cooling, and the mixture was stirred at 0°C for 1 hour. Thereto was dropped N – tert-butoxycarbonyl-N,N-bis(2-chloroethyl)amine (4.59g) in DMSO (30ml) and the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured to ice water, and the mixture was extracted with methylene chloride. The extract was washed with water, and dried. After removal of the solvent, the residue was purified with NH-silica gel chromatography (hexane/ethyl acetate=100/0–>100/20) to give compound (2) (2.03g) as a yellow oily product. APCI-MS (m/e): 265/267 (M+2H-BOC)+

The synthetic route of tert-Butyl bis(2-chloroethyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP1956009; (2008); A1;,
Amide – Wikipedia,
Amide – 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. 118753-70-1, name is tert-Butyl bis(2-chloroethyl)carbamate, A new synthetic method of this compound is introduced below., category: amides-buliding-blocks

B) tert-Butyl 4-cyano-4-(4-fluorophenyl)piperidine-1-carboxylate To a mixture of 33.3 g of 60percent sodium hydride in oil in 200 ml of DMSO and 100 ml of THF is added dropwise, at rt, a solution of 50 ml of 4-fluorophenylacetonitrile and 101 g of the compound obtained in the preceding step in 200 ml of THF, and the mixture is stirred for 2 hours at rt and then refluxed for 1 hour and stirred at rt overnight. The reaction mixture is poured into saturated NH4Cl solution, the THF is concentrated under vacuum, the aqueous phase is diluted with water and extracted with ether, the organic phase is dried over Na2SO4 and the solvent is evaporated off under vacuum. The orange oil obtained is taken up in a minimum amount of ether and the crystalline product formed is filtered off by suction. 87.6 g of the expected product are obtained.

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; SANOFI-AVENTIS; US2007/142349; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 118753-70-1, A common heterocyclic compound, 118753-70-1, name is tert-Butyl bis(2-chloroethyl)carbamate, molecular formula is C9H17Cl2NO2, 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.

(4-Chloro-2-fluorophenyl)acetonitrile (2.3 g, 13.7 mmol, 1.0 equiv) was added to a suspension of NaH (2.1 g, 52.5 mmol, 3.8 equiv) in DMSO (20 mL) at 23 C. The resulting yellow suspension was stirred for 10 min and the color turned red-brown. Boc-N(CH2CH2Cl) (N,N-bis(2-chloroethyl)-t-butylcarbamate) (3.7 g, 15.3 mmol, 1.1 equiv) in DMSO (20 mL) was added to the reaction mixture (bubbling observed) and the resulting suspension was heated to 85 C. with stirring for an additional 1.5 hours. The reaction mixture was cooled to 23 C. then poured onto a 1:1 mixture of ethyl acetate and hexanes (300 mL). The organic fraction was washed with water (100 mL) and a saturated aqueous solution of NaCl (100 mL). The organic layer was dried over anhydrous sodium sulfate. The dried solution was then filtered and the filtrate was concentrated. The residue was purified by flash silica chromatography (0%-30% ethyl acetate in hexanes) to afford the bis-alkylation product 1,1-dimethylethyl 4-(4-chloro-2-fluorophenyl)-4-cyano-1-piperidinecarboxylate (1.9 g, 5.6 mmol, 38%) as a yellow crystalline solid. MS (ES) m/e 239 [M-Boc+H]+.

The synthetic route of 118753-70-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eidam, Hilary Schenck; Haile, Pamela A.; Hughes, Terry Vincent; Sehon, Clark A.; US2008/318990; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 118753-70-1, name is tert-Butyl bis(2-chloroethyl)carbamate, I believe this compound will play a more active role in future production and life. 118753-70-1

To a solution of tert-butyl bis(2-chloroethyl)carbamate (5.08 g) and 2-(3,4-dichlorophenyl)acetonitrile (3.00 g) in anhydrous DMF (50 mL), 60percent (w/w) sodium hydride in oil (1.935 g) was added at 0¡ãC, and the mixture was stirred overnight at 70¡ãC in a nitrogen atmosphere. The reaction mixture was diluted with a saturated aqueous solution of ammonium chloride, followed by extraction with ethyl acetate. The extract was washed with water and saturated brine, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography (ethyl acetate/hexane) to obtain the title compound (3.41 g). MS, found: 254.9.

The chemical industry reduces the impact on the environment during synthesis 118753-70-1. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Takeda Pharmaceutical Company Limited; IMAMURA Keisuke; TOMITA Naoki; ITO Yoshiteru; ONO Koji; MAEZAKI Hironobu; NII Noriyuki; (123 pag.)EP3118200; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 118753-70-1, name is tert-Butyl bis(2-chloroethyl)carbamate, belongs to amides-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 118753-70-1, 118753-70-1

To a stirred solution of 2-(4-fluorophenyl)acetonitrile (3.2 g, 23.7 mmol) and ie/ -butyl bis(2-chloroethyl)carbamate (DM, 6.69 g, 23.7 mmol) in DMF (40 mL), NaH (60percent, 2.8 g, 71.1 mmol) was added and the reaction mixture was stirred at 60C for 16 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was quenched using water and extracted with EtOAc. The combined organic layer was washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using 10percent EtOAc/hexane to afford compound DN (4.2 g, 58percent) as a thick oil.

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, tert-Butyl bis(2-chloroethyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VPS-3, INC.; YATES, Christopher, M.; (397 pag.)WO2018/165520; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics