Methylhydrazine → 1-Amino-3-(4-fluorophenyl)-1-methylthiourea

HRID 1030977Notes

Reaction equation

HRID 1030977 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]=[S:10])=[CH:4][CH:3]=1.[CH3:11][NH:12][NH2:13]>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[S:10])[N:12]([CH3:11])[NH2:13])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 152414-Fluorophenyl isothiocyanate

Product 1

HCID 23632691-Amino-3-(4-fluorophenyl)-1-methylthioureaYield 76.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Following procedures similar to those employed in Step A of Example 2, the reaction of 10.0 g (0.0653 mole) of 4-fluorophenyl isothiocyanate with 3.01 g (0.0654 mole) of methylhydrazine in 100 ml of ethanol yielded 10 g of 4-(4-fluorophenyl)-2-methyl-3-thiosemicarbazide as a solid, mp 148°-150° C. The nmr spectrum was consistent with the proposed structure.

Sources & evidence

ORD record
ord-3efbdf90d841442fba4e67203065ce6f
Source dataset
uspto-grants-1992_04
Patent number
US05108486

Reaction notes

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