Water → HCID 21162643, compound

HRID 894098Notes

Reaction equation

HRID 894098 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:10][NH:11][C:12]([NH:14][NH2:15])=[S:13].[OH2:16]>N1C=CC=CC=1>[C:1]([NH:10][NH:11][C:12]([NH:14][NH:15][C:1](=[O:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[S:13])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7412Benzoyl chlorideHCID 2724189Thiocarbohydrazide

Product 1

HCID 21162643HCID 21162643, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

116 ml of benzoyl chloride are added dropwise at a temperature of 25° C. to a suspension of 53 g of thiocarbohydrazide in 350 ml of pyridine with stirring and cooling. After addition, the mixture is stirred for a further 3 hours at room temperature and subsequently mixed with 6 liters of water. The precipitate obtained is separated, dissolved and reprecipitated from methanol/water and, after drying in air is mixed with 1.7 liters of boiling ethyl acetate and after cooling, is suction filtered and dried in the air. 112 g of 1,5-bisbenzoyl-thiocarbohydrazide which melts at 177° to 179° C. with decomposition are obtained.

Workup

  1. temperaturecooling
  2. additionAfter addition
  3. stirringthe mixture is stirred for a further 3 hours at room temperature
  4. customThe precipitate obtained
  5. customis separated
  6. dissolutiondissolved
  7. customreprecipitated from methanol/water
  8. customafter drying in air
  9. additionis mixed with 1.7 liters of boiling ethyl acetate
  10. temperatureafter cooling
  11. filtrationfiltered
  12. customdried in the air

Sources & evidence

ORD record
ord-8c44c2a75c5e4a50b93f3e03ed45d7e0
Source dataset
uspto-grants-1981_08
Patent number
US04282313

Reaction notes

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