Hydrazine → Hydrazinecarbothioamide, N-methyl-N-phenyl-

HRID 1065600Notes

Reaction equation

HRID 1065600 reaction equation
[NH2:1][NH2:2].[CH3:3][N:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:5](Cl)=[S:6]>CCOCC>[CH3:3][N:4]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:5]([NH:1][NH2:2])=[S:6]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 2760019Methyl(phenyl)carbamothioyl chloride

Product 1

HCID 12881175Hydrazinecarbothioamide, N-methyl-N-phenyl-Yield 44.2%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 7.7 g (0.24 m) anhydrous hydrazine in 200 ml of dry ether, N-methyl-N-phenylthiocarbamyl chloride 20.4 g (0.11 m) was added below 5° C. with stirring. The mixture was stirred and allowed to warm to room temperature. The mixture was filtered and the residue resuspended in ~100 ml water and stirred. Filtration gave 8.8 g of the desired product as whitish powder, m.p. 121°-22°.

Workup

  1. stirringThe mixture was stirred
  2. filtrationThe mixture was filtered
  3. stirringstirred
  4. filtrationFiltration

Sources & evidence

ORD record
ord-81d6d1225e5344378cfffe78775292d3
Source dataset
uspto-grants-1982_05
Patent number
US04330322

Reaction notes

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