Water → 7-Chloro-5-methoxy-1-methyl-5-phenyl-1,5-dihydro-2H-1,4-benzodiazepin-2-one

HRID 441485ノート

反応式

HRID 441485 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=[O:12])[CH:9]=[N:8][C:7]([O:19][CH3:20])([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:6]=2[CH:21]=1.CI.O.[CH2:25](OCC)C>CN(C)C=O.[H-].[Na+]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:25])[C:10](=[O:12])[CH:9]=[N:8][C:7]([O:19][CH3:20])([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:6]=2[CH:21]=1

参加物

7

反応物 4

HCID 962WaterHCID 3283Diethyl EtherHCID 6328Methyl iodideHCID 30463447-Chloro-5-methoxy-5-phenyl-1,5-dihydro-2H-1,4-benzodiazepin-2-one

生成物 1

HCID 30467277-Chloro-5-methoxy-1-methyl-5-phenyl-1,5-dihydro-2H-1,4-benzodiazepin-2-one

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 24758Sodium hydride溶媒

実験手順

To a solution of 7-chloro-5-methoxy-5-phenyl-1,5-dihydro-2H-1,4-benzodiazepin-2-one (600 mg) in dry dimethylformamide (2 ml), sodium hydride (50% suspension in a mineral oil; 106 mg) is added under ice-cooling, and the resultant mixture is stirred at room temperature for 10 minutes. Methyl iodide (740 mg) is added to the mixture, which is stirred at room temperature for 5 minutes. The reaction mixtute is poured into icy water and shaken with diethyl ether. The organic layer is washed with water, dried over sodium sulfate, and evaporated to remove the solvent. The residue is crystallized from isopropyl ether to give 7-chloro-5-methoxy-1-methyl-5-phenyl-1,5-dihydro-2H-1,4-benzodiazepin-2-one (381 mg) as colorless prisms melting at 146.5 to 147° C.

後処理

  1. addition106 mg) is added under ice-
  2. temperaturecooling
  3. washThe organic layer is washed with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated
  6. customto remove the solvent
  7. customThe residue is crystallized from isopropyl ether

出典と根拠

ORDレコード
ord-e908a75da861462a9385108fbb0f61d5
出典データセット
uspto-grants-1977_08
特許番号
US04041026

反応ノート

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