Triethylamine → N-(4-Nitrobenzyl)cyclopropanesulfonamide

HRID 576909

반응식

HRID 576909 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, J=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, J=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-3c8a51594f714f52b5bdc5afff0a89b2
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040543B2

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