Ammonia → HCID 20333033, compound

HRID 2399146Notes

Reaction equation

HRID 2399146 reaction equation
C([O:3][C:4]([C:6]1[N:26]=[C:9]2[CH2:10][N:11]=[C:12]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[C:13]3[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=3[N:8]2[N:7]=1)=O)C.[NH3:27]>C(O)C>[C:20]1([C:12]2[C:13]3[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:14]=3[N:8]3[N:7]=[C:6]([C:4]([NH2:27])=[O:3])[N:26]=[C:9]3[CH2:10][N:11]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 57279629HCID 57279629, compound

Product 1

HCID 20333033HCID 20333033, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

An amount of 3.67 g (0.010 mole) of 6-phenyl-8-chloro-4H-s-triazolo[1,5-a][1,4]-benzodiazepine-2-carboxylic acid ethyl ester is dissolved at 40° in 300 ml of ethanol, and 50 ml of conc. aqueous ammonia solution is then added. The clear solution is allowed to stand for 24 hours at room temperature and thereupon concentrated at 40° in vacuo. The red residue is suspended in 100 ml of water, filtered under suction, and the filter residue subsequently washed with water. The resulting product is recrystallised from methanol and dried at 100°-120° in vacuo to obtain 6-phenyl-8-chloro-4H-s-triazolo[1,5-a][1,4]benzodiazepine-2-carboxamide, M.P. 252°-254°.

Workup

  1. concentrationconcentrated at 40° in vacuo
  2. filtrationfiltered under suction
  3. washthe filter residue subsequently washed with water
  4. customThe resulting product is recrystallised from methanol
  5. customdried at 100°-120° in vacuo

Sources & evidence

ORD record
ord-073a89080c6e4301aa493293d7753077
Source dataset
uspto-grants-1977_05
Patent number
US04027029

Reaction notes

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