Ammonia → HCID 86736039, compound

HRID 1764524Notes

Reaction equation

HRID 1764524 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:12][NH:13][C:14](=O)[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:9][N:8]=[C:7]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:6]=2[CH:28]=1.N>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:14]([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[N:13][N:12]=[C:10]3[CH2:9][N:8]=[C:7]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[C:6]=2[CH:28]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 22768400HCID 22768400, compound

Product 1

HCID 86736039HCID 86736039, compound

Procedure

A mixture of 1.98 parts of 7-chloro-2-(2-enanthylhydrazino)-5-phenyl-3H-1,4-benzodiazepine and 30 parts of polyphosphoric acid is heated at 170° C to 180° C for 2 hours. To the mixture is added 200 parts by volume of ice-water and the resulting solution is neutralized with concentrated aqueous ammonia under ice-cooling, followed by extraction with chloroform. The chloroform layer is washed with water, dried over sodium sulfate and the solvent is evaporated. The residue is recrystallized from aqueous acetone to yield 8-chloro-1-hexyl-6-phenyl-4H-s-triazolo [4,3-a] [1,4] benzodiazepine as colorless plates melting at 75° C to 78° C (sintering).

Workup

  1. temperatureis heated at 170° C to 180° C for 2 hours
  2. temperaturecooling
  3. extractionfollowed by extraction with chloroform
  4. washThe chloroform layer is washed with water
  5. dry with materialdried over sodium sulfate
  6. customthe solvent is evaporated
  7. customThe residue is recrystallized from aqueous acetone

Sources & evidence

ORD record
ord-5b496cbf4848491e82f39d0fab74b476
Source dataset
uspto-grants-1978_09
Patent number
US04116956

Reaction notes

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