Ethanesulfonylchloride, 2-chloro- → HCID 86702164、化合物

HRID 1776244ノート

反応式

HRID 1776244 の反応式
[CH3:1][C:2](=[CH2:5])[CH2:3][NH2:4].C(N(CC)C(C)C)(C)C.Cl[CH2:16][CH2:17][S:18](Cl)(=[O:20])=[O:19]>C(Cl)Cl>[CH3:5][C:2](=[CH2:1])[CH2:3][NH:4][S:18]([CH:17]=[CH2:16])(=[O:20])=[O:19]

参加物

5

反応物 3

HCID 15385Ethanesulfonylchloride, 2-chloro-HCID 761412-MethylallylamineHCID 81531Diisopropylethylamine

生成物 1

HCID 86702164HCID 86702164、化合物収率 52.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred solution of 2-methylprop-2-en-1-amine (0.500 g, 7.0 mmol), N,N-diisopropylethylamine (3.486 mL, 21.1 mmol) and N,N-4-dimethylaminopyridine (0.043 g, 0.4 mmol) in methylene chloride (20 mL) at 0° C. was slowly added 2-chloroethanesulfonyl chloride (0.734 mL, 7.0 mmol). The reaction mixture was slowly warmed to room temperature and stirred for 16 hrs. The mixture was concentrated and the residue purified by silica gel chromatography (0-80% ethyl acetate/hexanes) to afford the product as a colorless oil (0.59 g, 52%). 1H NMR (300 MHz, CDCl3) δ 6.54 (dd, 1H, J=16.5, 9.6 Hz), 6.27 (d, 1H, J=16.5 Hz), 5.96 (d, 1H, J=9.6 Hz), 4.97 (s, 1H), 4.93 (s, 1H), 4.37 (br s, 1H), 3.60 (d, 2H, J=6.3 Hz), 1.79 (s, 3H).

後処理

  1. customat 0° C.
  2. concentrationThe mixture was concentrated
  3. customthe residue purified by silica gel chromatography (0-80% ethyl acetate/hexanes)

出典と根拠

ORDレコード
ord-739c5e71f62249ffaba44eeb895119c4
出典データセット
uspto-grants-2016_02
特許番号
US09265772B2

反応ノート

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