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

HRID 1462986Notes

Reaction equation

HRID 1462986 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](=[S:6])[NH:1][NH2:2]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 2760019Methyl(phenyl)carbamothioyl chloride

Product 1

HCID 12881175Hydrazinecarbothioamide, N-methyl-N-phenyl-Yield 44.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 7.7 g (0.24 mole) anhydrous hydrazine in 200 ml of dry ether, N-methyl-N-phenylthiocarbamyl chloride (20.4 g, 0.11 mole) 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 about 100 ml water and stirred. Filtration gave 8.8 g of the desired product as a 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-bb14c4f3cc7a4109a69379c4c7bdfa9f
Source dataset
uspto-grants-1984_07
Patent number
US04462821

Reaction notes

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