Sodium Chloride → HCID 135430559, compound

HRID 2059129Notes

Reaction equation

HRID 2059129 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:15]3[CH:16]=[C:17]([O:24][CH3:25])[C:18]([O:20]C(=O)C)=[CH:19][C:14]=3[CH:13]([CH2:26][CH3:27])[C:12]([CH3:28])=[N:11][N:10]=2)=[CH:5][C:4]=1[O:29]C(=O)C.[OH-].[K+].[Cl-].[Na+].[Cl-].[NH4+]>O.C(O)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:15]3[CH:16]=[C:17]([O:24][CH3:25])[C:18]([OH:20])=[CH:19][C:14]=3[CH:13]([CH2:26][CH3:27])[C:12]([CH3:28])=[N:11][N:10]=2)=[CH:5][C:4]=1[OH:29]

Participants

7

Reactant 4

HCID 5234Sodium ChlorideHCID 14797Potassium HydroxideHCID 25517Ammonium ChlorideHCID 15587270HCID 15587270, compound

Product 1

HCID 135430559HCID 135430559, compoundYield 64.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 0.44 g of 1-(4-methoxy-3-acetoxyphenyl)-4-methyl-5-ethyl-7-acetoxy-8-methoxy-5H-2,3-benzodiazepine, 8 ml of ethanol, 8 ml of water and 0.4 g of potassium hydroxide is stirred in nitrogen atmosphere for 15 minutes. 50 ml of 20% aqueous sodium chloride solution and 0.6 g of ammonium chloride are added to the solution. The precipitate is separated and recrystallized from 7.5 ml of 20% aqueous dimethyl formamide. 0.23 g of pure 1-(4-methoxy-3-hydroxyphenyl)-4-methyl-5-ethyl-7-hydroxy-8-methoxy-5H-2,3-benzodiazepine are obtained; the product decomposes at 210°-212° C. This compound is identical with the product obtained according to Example 26, and no depression of melting point can be observed when admixing the two products with each other.

Workup

  1. customThe precipitate is separated
  2. customrecrystallized from 7.5 ml of 20% aqueous dimethyl formamide

Sources & evidence

ORD record
ord-e9d4a2a6d120456cb0c28c5e2bf61470
Source dataset
uspto-grants-1982_03
Patent number
US04322346

Reaction notes

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