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

HRID 437287

Reaction equation

HRID 437287 reaction equation
[C:1](=[O:4])([O-])[O-].[Na+].[Na+].C(CS[C:12](=[S:18])SCC(O)=O)(O)=O.[CH:19]([NH:21][NH:22][C:23]1[CH:28]=[CH:27][C:26]([NH2:29])=[CH:25][CH:24]=1)=[O:20]>O>[CH:19]([NH:21][NH:22][C:23]1[CH:28]=[CH:27][C:26]([NH:29][C:12]([NH:29][C:26]2[CH:27]=[CH:28][C:23]([NH:22][NH:21][CH:1]=[O:4])=[CH:24][CH:25]=2)=[S:18])=[CH:25][CH:24]=1)=[O:20]

Participants

5

Reactant 3

HCID 10340Sodium Carbonate2×HCID 806183,5-Dithia-4-thioxo-1,7-heptanedioic acidHCID 113189Hydrazinecarboxaldehyde, 2-(4-aminophenyl)-

Product 1

HCID 196096521,3-Bis[4-(2-formylhydrazino)phenyl]thiourea

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
95 °C

Procedure

Sodium carbonate (2.1 g, 0.02 mole) was dissolved in water (100 ml). Bis(carboxymethyl)trithiocarbonate (4.5 g, 0.02 mole) was added portionwise with vigorous stirring. The pH of the reaction mixture was adjusted to 9.5 by the addition of sodium carbonate. The mixture was then heated to approximately 95° C. 1-Formyl-2-(4-aminophenyl)hydrazine (6.5 g, 0.043 mole) was added in one portion to the reaction mixture. Stirring was continued for five minutes. The reaction mixture was chilled, the solid was filtered off, washed thoroughly with water and dried. Yield 4.5 g (66%), m.p. 212°-214° C.

Workup

  1. temperatureThe reaction mixture was chilled
  2. filtrationthe solid was filtered off
  3. washwashed thoroughly with water
  4. customdried

Sources & evidence

ORD record
ord-d3838d8d3dc54476bb9561df8d3fd504
Source dataset
uspto-grants-1977_06
Patent number
US04030925

Linked notes

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