Acetic Acid → Nordiazepam

HRID 1658932Notes

Reaction equation

HRID 1658932 reaction equation
C(O)(=O)C.[Cl:5][C:6]1[CH:7]=[CH:8][C:9]2[NH:15][C:14](=[O:16])[CH:13](C(O)=O)[N:12]=[C:11]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:10]=2[CH:26]=1.[K].[OH-].[K+]>O>[Cl:5][C:6]1[CH:7]=[CH:8][C:9]2[NH:15][C:14](=[O:16])[CH2:13][N:12]=[C:11]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:10]=2[CH:26]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 2809ClorazepateHCID 14797Potassium HydroxideHCID 5462222Potassium

Product 1

HCID 2997NordiazepamYield 80%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Acetic acid is added to a solution of 0.409 g. (0.001 moles) of 7-chloro-2,3-dihydro-2-oxo-5-phenyl-1H-1,4-benzodiazepine-3-carboxylic acid, monopotassium salt, potassium hydroxide (4306 CB) in 4 ml. of distilled water to adjust the solution to pH 4. The solution is heated on a water bath for 15 minutes; a solid precipitates which is separated, washed with water and dried; weight 0.216 g; m.p. 214°-216°C; yield 80%. This product is identical with the product obtained in Example 14.

Workup

  1. temperatureThe solution is heated on a water bath for 15 minutes
  2. customa solid precipitates which
  3. customis separated
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-739c84f5d9cd4d838cd244080b07a03a
Source dataset
uspto-grants-1976_06
Patent number
US03966793

Reaction notes

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