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

HRID 2418314

反応式

HRID 2418314 の反応式
[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]

参加物

5

反応物 2

HCID 4506NitrazepamHCID 443297Hydroxyamine hydrochloride

生成物 1

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

試薬・触媒・溶媒 2

HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-c547788ae59b419babdca8db616cd6d3
出典データセット
uspto-grants-1984_09
特許番号
US04472435

関連ノート

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