Isoniazid → HCID 20450003, compound

HRID 358054Notes

Reaction equation

HRID 358054 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:11][C:10](=S)[CH2:9][CH:8]=[C:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[F:19])[C:6]=2[CH:20]=1.[C:21]([NH:29][NH2:30])(=O)[C:22]1[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=1>C(O)CCC>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:21]([C:22]4[CH:27]=[CH:26][N:25]=[CH:24][CH:23]=4)=[N:29][N:30]=[C:10]3[CH2:9][CH:8]=[C:7]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[F:19])[C:6]=2[CH:20]=1

Participants

4

Reactant 2

HCID 3767IsoniazidHCID 20449980HCID 20449980, compound

Product 1

HCID 20450003HCID 20450003, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

6 g of 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-2H-1-benzazepine-2-thione and 27 g of isonicotinic acid hydrazide are dissolved together in 360 ml of n-butanol and heated to boiling under reflux for 24 hours. After evaporation of the resulting solution in vacuo, the residue is partitioned between toluene and water. The toluene phase is concentrated to about 100 ml. The precipitated crystals are filtered off and recrystallized from benzene. There is obtained 8-chloro-6-(2-fluorophenyl)-1-(4-pyridyl)-4H-s-triazolo[4,3-a][1]benzazepine of melting point 198°-200°.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 24 hours
  3. customAfter evaporation of the resulting solution in vacuo
  4. customthe residue is partitioned between toluene and water
  5. concentrationThe toluene phase is concentrated to about 100 ml
  6. filtrationThe precipitated crystals are filtered off
  7. customrecrystallized from benzene

Sources & evidence

ORD record
ord-aac6158a99d74c82ae445579ce8c2cc1
Source dataset
uspto-grants-1984_08
Patent number
US04464300

Reaction notes

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