Sodium Carbonate → 1,3-Bis[4-(2-benzoylhydrazino)phenyl]thiourea

HRID 437506

Reaction equation

HRID 437506 reaction equation
[C:1](=[O:4])([O-])[O-].[Na+].[Na+].C(CS[C:12](=[S:18])SCC(O)=O)(O)=O.[C:19]([NH:27][NH:28][C:29]1[CH:34]=[CH:33][C:32]([NH2:35])=[CH:31][CH:30]=1)(=[O:26])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>O.C(O)C>[C:19]([NH:27][NH:28][C:29]1[CH:30]=[CH:31][C:32]([NH:35][C:12]([NH:35][C:32]2[CH:31]=[CH:30][C:29]([NH:28][NH:27][C:1](=[O:4])[C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:34][CH:33]=2)=[S:18])=[CH:33][CH:34]=1)(=[O:26])[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 806183,5-Dithia-4-thioxo-1,7-heptanedioic acidHCID 20508846N'-(4-Aminophenyl)benzohydrazide

Product 1

HCID 214278171,3-Bis[4-(2-benzoylhydrazino)phenyl]thiourea

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Sodium carbonate (4.65 g, 0.044 mole) was dissolved in a solvent mixture of water (95 ml) and ethanol (30 ml). Bis(carboxymethyl)trithiocarbonate (2.5 g, 0.011 mole) was added portionwise. Vigorous stirring of the reaction mixture was maintained until all solid was dissolved. It was then heated to 80°-85° C and 1-benzoyl-2-(4-aminophenyl)hydrazine (5.0 g, 0.022 mole) was added in one portion. Stirring and heating were maintained for 11/2 hour and the reaction mixture was then chilled. The solid was removed by filtration, washed and dried. Yield 2.05 g (37%), m.p. 185°-187° C.

Workup

  1. temperaturewas maintained until all solid
  2. dissolutionwas dissolved
  3. temperatureIt was then heated to 80°-85° C
  4. stirringStirring
  5. temperatureheating
  6. temperaturewere maintained for 11/2 hour
  7. temperaturethe reaction mixture was then chilled
  8. customThe solid was removed by filtration
  9. washwashed
  10. customdried

Sources & evidence

ORD record
ord-d653f44eab4a495d95b8a2ae1a66dca6
Source dataset
uspto-grants-1977_06
Patent number
US04031127

Linked notes

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