alpha-Hydroxytriazolam → 6-(o-chlorophenyl)-8-chloro-4H-s-triazolo[4,3-a][1,4] benzodiazepine-1-carboxaldehyde

HRID 1414912ノート

反応式

HRID 1414912 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=2[N:12]2[C:20]([CH2:23][OH:24])=[N:21][N:22]=[C:11]2[CH2:10][N:9]=1>C1C=CC=CC=1.[O-2].[O-2].[Mn+4]>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=2[N:12]2[C:20]([CH:23]=[O:24])=[N:21][N:22]=[C:11]2[CH2:10][N:9]=1

参加物

4

反応物 1

HCID 1963alpha-Hydroxytriazolam

生成物 1

HCID 214860126-(o-chlorophenyl)-8-chloro-4H-s-triazolo[4,3-a][1,4] benzodiazepine-1-carboxaldehyde

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 241Benzene溶媒

実験手順

A suspension of 1.3 g of 6-(o-chlorophenyl)-8-chloro-4H-s-triazolo[4,3-a][1,4]benzodiazepine-1-methanol and 3.4 g of manganese dioxide in 200 ml of benzene is refluxed for 2 hours. The reaction mixture is then filtered and the filtrate concentrated by evaporation. The resulting foam is dissolved in a little ethyl acetate and the solution chromatographed on ca. 60 g of silica gel (Merck, 0.063 - 0.2 mm particle size) with ethyl acetate as the eluant. Fractions each of ca. 80 ml are collected. The fractions 4-8 are combined, concentrated by evaporation, and the residue crystallised from an ethyl acetate/ether/petroleum ether mixture to obtain 6-(o-chlorophenyl)-8-chloro-4H-s-triazolo[4,3-a][1,4] benzodiazepine-1-carboxaldehyde, M.P. 182°-189°.

後処理

  1. temperatureis refluxed for 2 hours
  2. filtrationThe reaction mixture is then filtered
  3. concentrationthe filtrate concentrated by evaporation
  4. dissolutionThe resulting foam is dissolved in a little ethyl acetate
  5. customthe solution chromatographed on ca. 60 g of silica gel (Merck, 0.063 - 0.2 mm particle size) with ethyl acetate as the eluant
  6. customFractions each of ca. 80 ml are collected
  7. concentrationconcentrated by evaporation
  8. customthe residue crystallised from an ethyl acetate/ether/petroleum ether mixture

出典と根拠

ORDレコード
ord-7dd22304101e42378d97781f697d154a
出典データセット
uspto-grants-1977_01
特許番号
US04002764

反応ノート

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