Phenylhydrazine → HCID 21860263, compound

HRID 2392527Notes

Reaction equation

HRID 2392527 reaction equation
[C:1]1([S:7][C:8](=[C:16]([C:19]#[N:20])[C:17]#[N:18])SC2C=CC=CC=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:21]1([NH:27][NH2:28])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CO>[NH2:20][C:19]1[N:27]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[N:28]=[C:8]([S:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:16]=1[C:17]#[N:18]

Participants

4

Reactant 2

HCID 7516PhenylhydrazineHCID 22375462HCID 22375462, compound

Product 1

HCID 21860263HCID 21860263, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture comprised of 14.7 g (50 mmol) of bis (phenylthio)methylenepropanedinitrile [see Chem. Ber., 99, 2900 (1966)], 6.5 g (60 mmol) of phenylhydrazine and 80 ml of methanol was heated under reflux for 7 hours. The solvent was removed by distillation, and 100 ml of ethanol was added to the residue to crystallize the residue. The crystals formed were taken out by filtration under suction to obtain 13.7 g (47mmols) of the intended product as colorless, needle-like crystals having a melting point of 172° to 173° C. The yield was 94%.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 7 hours
  3. customThe solvent was removed by distillation, and 100 ml of ethanol
  4. additionwas added to the residue
  5. customto crystallize the residue
  6. customThe crystals formed
  7. filtrationwere taken out by filtration under suction

Sources & evidence

ORD record
ord-f50a1a1850d148d1ae0d5675129cdcbb
Source dataset
uspto-grants-1998_09
Patent number
US05801008

Reaction notes

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