Triethylamine → N-(4-Nitrobenzyl)cyclopropanesulfonamide

HRID 1025515노트

반응식

HRID 1025515 반응식
Cl.[N+:2]([C:5]1[CH:12]=[CH:11][C:8]([CH2:9][NH2:10])=[CH:7][CH:6]=1)([O-:4])=[O:3].[CH:13]1([S:16](Cl)(=[O:18])=[O:17])[CH2:15][CH2:14]1.C(N(CC)CC)C>ClCCl.Cl.O>[CH:13]1([S:16]([NH:10][CH2:9][C:8]2[CH:7]=[CH:6][C:5]([N+:2]([O-:4])=[O:3])=[CH:12][CH:11]=2)(=[O:18])=[O:17])[CH2:15][CH2:14]1

참가 물질

7

반응물 3

HCID 8471TriethylamineHCID 2760919Cyclopropanesulfonyl chlorideHCID 112524674-Nitrobenzylamine hydrochloride

생성물 1

HCID 66910210N-(4-Nitrobenzyl)cyclopropanesulfonamide

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

4-Nitrobenzylamine HCl (1.5 g), cyclopropanesulfonyl chloride (1 g) and triethylamine (3 mL) were dissolved in dichloromethane (20 mL). The reaction solution was stirred at rt overnight. The reaction mixture was diluted with 1N HCl aq. solution (50 mL) and water (100 mL). The solution was extracted with ethyl acetate (2×100 mL). The organic solution was evaporated to give N-cyclopropylsulfonyl-4-nitrobenzylamine. 1H NMR (DMSO-d6): δ 0.89 (d, 7.8 Hz, 4H), 4.33 (d, J=6.6 Hz, 2H), 7.61 (d, J=8.7 Hz, 2H), 7.83 (t, J=6.6 Hz, 1H), 8.20 (d, 8.7 Hz, 2H).

후처리

  1. extractionThe solution was extracted with ethyl acetate (2×100 mL)
  2. customThe organic solution was evaporated

출처 및 근거

ORD 기록
ord-2c17ff719c16403c99b84115dd8e943e
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729087B2

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