Isopropanol → Diazepam

HRID 262941

反応式

HRID 262941 の反応式
Br[CH2:2][C:3]([N:5]([C:7]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:8]=1[C:9]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O)[CH3:6])=[O:4].C1N2CN3CN(C2)C[N:23]1C3.[Br-].[NH4+].C(O)(C)C>O>[Cl:21][C:18]1[CH:19]=[CH:20][C:7]2[N:5]([CH3:6])[C:3](=[O:4])[CH2:2][N:23]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:8]=2[CH:17]=1

参加物

6

反応物 4

HCID 3776IsopropanolHCID 4101HexamethylenetetramineHCID 25514Ammonium BromideHCID 76099N-(2-benzoyl-4-chlorophenyl)-2-bromo-N-methylacetamide

生成物 1

HCID 3016Diazepam

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Reflux 1.8 g. (0.005 moles) of 2-(2-bromo-N-methylacetamido)-5-chlorobenzophenone, 2.8 g. (0.020 moles) of hexamethylenetetramine and 1.96 g. (0.020 moles) of ammonium bromide together for 2 hours in 14 ml. of 85% (v/v) aqueous isopropyl alcohol. Pour the reaction mixture into water and extract the product with benzene. Wash the benzene solution with water, dry over anhydrous sodium sulfate, filter and evaporate to dryness. After recrystallization, 7-chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one is obtained. The material gives a single spot by thin layer chromatography, and after drying under vacuum at 110° C., shows no depression on mixed melting point with an authentic sample (M.P. 129.5°-130.5° C.).

後処理

  1. temperatureReflux 1.8 g
  2. extractionextract the product with benzene
  3. washWash the benzene solution with water
  4. dry with materialdry over anhydrous sodium sulfate
  5. filtrationfilter
  6. customevaporate to dryness
  7. customAfter recrystallization

出典と根拠

ORDレコード
ord-6b061085fce449f7b748aa91c5b9620d
出典データセット
uspto-grants-1979_05
特許番号
US04155904

関連ノート

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