2-Chloro-4'-fluoroacetophenone → HCID 178482495, compound

HRID 1105572Notes

Reaction equation

HRID 1105572 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][C:5]([C:6](=O)[CH2:7][Cl:8])=[CH:4][CH:3]=1.[CH3:12][NH:13][C:14](=[S:17])[NH:15][NH2:16]>>[ClH:8].[F:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]2[CH2:7][S:17][C:14]([NH:13][CH3:12])=[N:15][N:16]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 1202482-Chloro-4'-fluoroacetophenoneHCID 2723853N-Methylhydrazinecarbothioamide

Product 1

HCID 178482495HCID 178482495, compound

Procedure

8.63 g of 4-fluorophenacyl chloride and 4.66 g of 4-methyl-thiosemicarbazide are reacted by using the conditions of Example 1. The resultant product is recrystallized from methanol/ethyl acetate yielding 5.6 g of 5-(4-fluorophenyl)-N-methyl-6H-1,3,4-thiadiazin-2-amine hydrochloride. M.p. 139°-141° C. The product compound is dried under high vacuum at 65° C.

Workup

  1. customThe resultant product is recrystallized from methanol/ethyl acetate yielding 5.6 g of 5-(4-fluorophenyl)-N-methyl-6H-1,3,4-thiadiazin-2-amine hydrochloride
  2. customThe product compound is dried under high vacuum at 65° C.

Sources & evidence

ORD record
ord-34b53abbd35a473097df502d6df8e0b7
Source dataset
uspto-grants-1982_01
Patent number
US04309426

Reaction notes

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