Hydrazine hydrate (1:1) → N-(2,5-diamino-4-chlorobenzyl)pivalamide

HRID 59380노트

반응식

HRID 59380 반응식
[NH2:1][C:2]1[CH:15]=[C:14]([Cl:16])[C:13]([N+:17]([O-])=O)=[CH:12][C:3]=1[CH2:4][NH:5][C:6](=[O:11])[C:7]([CH3:10])([CH3:9])[CH3:8].O.NN>CO.[Ni]>[NH2:1][C:2]1[CH:15]=[C:14]([Cl:16])[C:13]([NH2:17])=[CH:12][C:3]=1[CH2:4][NH:5][C:6](=[O:11])[C:7]([CH3:10])([CH3:9])[CH3:8]

참가 물질

5

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 90018960N-(2-amino-4-chloro-5-nitrobenzyl)pivalamide

생성물 1

HCID 90019665N-(2,5-diamino-4-chlorobenzyl)pivalamide수율 85%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매

실험 절차

To a solution of N-(2-amino-4-chloro-5-nitrobenzyl)pivalamide (2.0 g, 6.9 mmol) in methanol (20 mL), Raney Ni (2.0 g) and hydrazine hydrate (5.0 mL) were added and the reaction mass was stirred at RT for 3 h. After the completion of the reaction, the reaction mass was filtered through celite pad and obtained filtrated was concentrated to afford 1.5 g of the desired product. 1H NMR (300 MHz, DMSO d6): δ 1.11 (s, 9H), 3.97 (br d, 2H), 4.52 (br d, 2H), 5.44 (br s, 2H), 6.50 (d, J=11.4 Hz, 2H), 7.88 (m, 1H).

후처리

  1. customAfter the completion of the reaction
  2. filtrationthe reaction mass was filtered through celite pad
  3. customobtained
  4. filtrationfiltrated
  5. concentrationwas concentrated

출처 및 근거

ORD 기록
ord-1f052c3e3d71417598f4a8e5a7dd32b8
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09439890B2

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