ChemicalBook CAS DataBase List 2-Chloro-N,N-dimethylacetamide

2-Chloro-N,N-dimethylacetamide synthesis

10synthesis methods

Product Name:2-Chloro-N,N-dimethylacetamide
CAS Number:2675-89-0
Molecular formula:C4H8ClNO
Molecular Weight:121.57

In a 500 mL four-necked flask, sodium hydrogen carbonate 126.0 g (1.50 mol) and 146.8 g of toluene were added, and the mixture was stirred while cooling. The internal temperature was maintained below 5 ° C, 112.9 g (1.00 mol) of chloroacetyl chloride was added dropwise over 4 hours, and 49.6 g (1.10 mol) of dimethylamine gas was blown over 4 hours. After stirring at -2 to 1 ° C. for 1 hour, the reaction solution was filtrated under reduced pressure to remove inorganic salt crystals by filtration. The crystals were washed with 100 g of toluene, and the filtrate and washings were combined. After separating and removing the aqueous layer in the filtrate washings, the toluene layer was concentrated under reduced pressure to obtain 113.2 g (0.93 mol) of oily 2-chloro-N, N-dimethylacetamide. The yield was 93.1%.
2-Chloro-N,N-dimethylacetamide

506-59-2 Synthesis

506-59-2
517 suppliers
$5.00/5 g

79-04-9 Synthesis

79-04-9
347 suppliers
$12.00/5g

2675-89-0
238 suppliers
$5.00/1g

Yield:2675-89-0 77%

Reaction Conditions:

with triethylamine in dichloromethane at 15;

Steps:

55.A
Step A: 2-Chloroacetyl chloride (3.00 g, 26.6 mmol, 1.6 eq.), dimethylamine hydrochloride (2.38 g, 29.2 mmol, 1.1eq.) and triethylamine (8.0 g, 79.7 mmol, 3.0eq.) were added to DCM (30 mL). The mixture was stirred at 15°C for3 hours. The reaction mixture was poured into water (30 mL) and extracted with DCM (50 mL 3 2). The organicphase was washed with dilute hydrochloric acid (30 mL 3 2, 1 M), dried over anhydrous Na2SO4 and concentratedin vacuum to give 2-chloro-N,N-dimethylacetamide (2.5 g, 20.6 mmol, 77% yield) as a yellow oil.

References:

Chia Tai Tianqing Pharmaceutical Group Co., Ltd.;CHEN, Shuhui;DING, Charles Z.;YAN, Xiaobing;HUANG, Wei;HU, Guoping;LI, Jian;ZHANG, Xiquan;YANG, Ling;XU, Hongjiang EP3248968, 2017, A1 Location in patent:Paragraph 0129

FullText