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

HRID 893873Notes

Reaction equation

HRID 893873 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-7a88d9d9fa7243dbb350f9fc4f51e5d2
Source dataset
uspto-grants-1981_08
Patent number
US04282031

Reaction notes

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