N-(2-benzoyl-4-chlorophenyl)-methyl-hydrazinecarbothioamide → HCID 135577924, compound

HRID 26642Notes

Reaction equation

HRID 26642 reaction equation
[C:1]([C:9]1[CH:14]=[C:13]([Cl:15])[CH:12]=[CH:11][C:10]=1[NH:16][C:17]([N:19]([CH3:21])[NH2:20])=[S:18])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)CC>[Cl:15][C:13]1[CH:12]=[CH:11][C:10]2[NH:16][C:17](=[S:18])[N:19]([CH3:21])[N:20]=[C:1]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:9]=2[CH:14]=1

Participants

3

Reactant 1

HCID 13972523N-(2-benzoyl-4-chlorophenyl)-methyl-hydrazinecarbothioamide

Product 1

HCID 135577924HCID 135577924, compound

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

A mixture containing 20.0 grams of N-(2-benzoyl-4-chlorophenyl)-methyl-hydrazine-carbothioamide (Example 2) in 250 ml of n-propanol was refluxed for about 2 hours. The yellow precipitate was cooled in an ice bath, and the resulting yellow precipitate was collected, washed with isopropanol and air dried to yield 7-chloro-1,3-dihydro-3-methyl-5-phenyl-2H-1,3,4-benzotriazepine-2-thione as a yellow solid. Additional product was obtained upon evaporation of the solvent under vacuum. The melting point was found to be 188°-190° C.

Workup

  1. temperaturewas refluxed for about 2 hours
  2. temperatureThe yellow precipitate was cooled in an ice bath
  3. customthe resulting yellow precipitate was collected
  4. washwashed with isopropanol and air
  5. customdried

Sources & evidence

ORD record
ord-d21c709304e94413bd8d318d2e975eed
Source dataset
uspto-grants-1979_04
Patent number
US04151166

Reaction notes

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