反応 #40789

反応方程式

methyl chloroformate

2-chloro-benzenesulfonamide

triethylamine

→

white solid

(2-Chloro-benzenesulfonyl)-carbamic acid methyl ester

溶媒

acetonitrile

反応条件

後処理

1. 1
   温度The mixture was cooled with an ice bath
2. 2
   濃縮concentrated in vacuo
3. 3
   workup.ADDITIONWater was added and de aqueous layer
4. 4
   洗浄was washed two times with ether
5. 5
   ろ過The suspension was filtered
6. 6
   洗浄the residue was washed with H2O
7. 7
   その他dried in vacuo

実験手順

To 25.0 g 2-chloro-benzenesulfonamide was added 75 mL acetonitrile and 45.2 mL (2.5 eq) triethylamine. The mixture was cooled with an ice bath and 15.1 mL methyl chloroformate was slowly added dropwise. The mixture was stirred overnight at room temperature and concentrated in vacuo. Water was added and de aqueous layer was washed two times with ether. Acidification of the aqueous layer with 2 M HCl led to formation of a white precipitate. The suspension was filtered, the residue was washed with H2O and dried in vacuo to yield 19.1 g of a white solid. 1H NMR (400 MHz, DMSO-d6) δ 3.58 (s, 3H), 7.52-7.61 (m, 1H), 7.62-7.72 (m, 2H), 8.10 (dd, J=8 and 1.5 Hz, 1H), 12.42 (br s, 1H).

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