N-Methylhydrazinecarbothioamide → HCID 178482492, compound

HRID 1105568Notes

Reaction equation

HRID 1105568 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4](=O)[CH2:5][Cl:6].[CH3:12][NH:13][C:14](=[S:17])[NH:15][NH2:16]>CO>[ClH:6].[F:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]1[CH2:5][S:17][C:14]([NH:13][CH3:12])=[N:15][N:16]=1

Participants

4

Reactant 2

HCID 2723853N-MethylhydrazinecarbothioamideHCID 153797242-Chloro-1-(2-fluorophenyl)ethan-1-one

Product 1

HCID 178482492HCID 178482492, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

8.62 g (0.05 mole) of 2 -fluorophenacyl chloride and 5.22 g of 4-methyl-thiosemicarbazide are reacted in 150 ml of methanol under the conditions of Example 2. The product is recrystallized from methanol/ethyl acetate, yielding 6.7 g of 5-(2-fluorophenyl)-N-methyl-6H-1,3,4-thiadiazin-2-amine monohydrochloride. m.p. 183°-184° C.

Workup

  1. customThe product is recrystallized from methanol/ethyl acetate

Sources & evidence

ORD record
ord-856f91fb9a904101a79983b4cf188ba5
Source dataset
uspto-grants-1982_01
Patent number
US04309426

Reaction notes

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