HCID 21413360, compound → HCID 21413341, compound

HRID 2071302Notes

Reaction equation

HRID 2071302 reaction equation
[C:1]([O:4][CH:5]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:9]2[CH:18]=[C:19]([Cl:22])[CH:20]=[CH:21][C:8]=2[N:7]2[N:23]=[C:24]([C:26]([NH2:28])=[O:27])[N:25]=[C:6]12)(=O)C>S(=O)(=O)(O)O.CO>[Cl:22][C:19]1[CH:20]=[CH:21][C:8]2[N:7]3[N:23]=[C:24]([C:26]([NH2:28])=[O:27])[N:25]=[C:6]3[CH:5]([O:4][CH3:1])[N:11]=[C:10]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:9]=2[CH:18]=1

Participants

4

Reactant 1

HCID 21413360HCID 21413360, compound

Product 1

HCID 21413341HCID 21413341, compound

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 887MethanolSolvent

Procedure

To a solution of 0.396 g. of 4-acetoxy-8-chloro-6-phenyl-4H-s-triazolo[1,5-a][1,4]benzodiazepine-2-carboxamide in 10 ml. of methanol are added two drops of concentrated sulfuric acid, and the mixture was refluxed for 5 minutes, followed by evaporation of methanol. The residue is neutralized with saturated aqueous sodium bicarbonate solution and the precipitated crystals are collected by filtration, washed with water and dried to obtain 8-chloro-4-methoxy-6-phenyl-4H-s-triazolo[1,5-a][1,4]benzodiazepine-2-carboxamide as crystals. Recrystallization from a mixture of chloroform and methanol yields colorless prisms (1/3 hydrate) melting at 264° to 267° C.

Workup

  1. temperaturethe mixture was refluxed for 5 minutes
  2. customfollowed by evaporation of methanol
  3. filtrationthe precipitated crystals are collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-9146fa2455264461ad9bc1627924b9b7
Source dataset
uspto-grants-1977_09
Patent number
US04046772

Reaction notes

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