Water → HCID 20301778, compound

HRID 1732820Notes

Reaction equation

HRID 1732820 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][CH2:10][CH2:9][C:8](=[O:12])[N:7]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[C:6]=2[CH:21]=1.CI.[C:24](=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:24])[CH2:10][CH2:9][C:8](=[O:12])[N:7]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[C:6]=2[CH:21]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 20301760HCID 20301760, compound

Product 1

HCID 20301778HCID 20301778, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

23 g 8-chloro-1-(4'-methoxyphenyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one is stirred in 150 ml dimethylformamide for about 2 hours on a boiling water bath to which has been added 15 g methyl iodide and 11 g anhydrous potassium carbonate. The reaction mixture is poured into 1 liter water whereby the product is thoroughly crystallized with stirring. The reaction mixture is filtered by suction, washed thoroughly with water, and crystallized from isopropyl alcohol. The yield is 19 g having an m.p.=144° C.-145° C. (79% of the theory).

Workup

  1. customis thoroughly crystallized
  2. filtrationThe reaction mixture is filtered by suction
  3. washwashed thoroughly with water
  4. customcrystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-17694f900e8a423e8544879e4ec69608
Source dataset
uspto-grants-1980_12
Patent number
US04239684

Reaction notes

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