Nitrazepam → 2-Amino-2'-[alpha-(hydroxyimino)benzyl]-4'-nitro-acetanilide

HRID 2418314

반응식

HRID 2418314 반응식
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[NH:13][C:12](=[O:14])[CH2:11][N:10]=[C:9]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:8]=2[CH:21]=1)([O-:3])=[O:2].Cl.[NH2:23][OH:24]>N1C=CC=CC=1.C(Cl)Cl>[NH2:10][CH2:11][C:12]([NH:13][C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:21][C:8]=1[C:9](=[N:23][OH:24])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:14]

참가 물질

5

반응물 2

HCID 4506NitrazepamHCID 443297Hydroxyamine hydrochloride

생성물 1

HCID 867396452-Amino-2'-[alpha-(hydroxyimino)benzyl]-4'-nitro-acetanilide

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6344Dichloromethane용매

실험 절차

A solution of 10 g (35.55 mmol) of 1,3-dihydro-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one and 3.7 g (53.3 mmol) of hydroxylamine hydrochloride in 80 ml of pyridine is heated under reflux for 1 hour. After cooling, the mixture is taken up in methylene chloride, washed with water, dried and evaporated. The residual pyridine is removed in vacuo azeotropically with toluene. The solid crude product is suspended in hot tert.-butyl methyl ether and filtered off. There is obtained 2-amino-2'-[α-(hydroxyimino)-benzyl]-4'-nitro-acetanilide of melting point 167° (decomposition).

후처리

  1. temperatureunder reflux for 1 hour
  2. temperatureAfter cooling
  3. washwashed with water
  4. customdried
  5. customevaporated
  6. customThe residual pyridine is removed in vacuo azeotropically with toluene
  7. filtrationfiltered off

출처 및 근거

ORD 기록
ord-c547788ae59b419babdca8db616cd6d3
출처 데이터셋
uspto-grants-1984_09
특허 번호
US04472435

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