2,2',4'-Trichloroacetophenone → HCID 178456951, compound

HRID 1105570Notes

Reaction equation

HRID 1105570 reaction equation
[CH2:1]([NH:4][C:5](=[S:8])[NH:6][NH2:7])[CH:2]=[CH2:3].[Cl:9][C:10]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:11]=1[C:12](=O)[CH2:13]Cl>>[Cl:9][C:10]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:11]=1[C:12]1[CH2:13][S:8][C:5]([NH:4][CH2:1][CH:2]=[CH2:3])=[N:6][N:7]=1

Participants

3

Reactant 2

HCID 202502,2',4'-TrichloroacetophenoneHCID 1551250Hydrazinecarbothioamide, N-2-propenyl- (9CI)

Product 1

HCID 178456951HCID 178456951, compoundYield 88.8%

Procedure

3.93 g (0.03 mole) of 4-allyl-thiosemicarbazide and 7.00 g (0.03 mole) of 2,4-dichlorophenacyl chloride are reacted in accordance with the conditions of Example 1. Recrystallization from methanol/methyl acetate produces 8 g of 5-(2,4-dichlorophenyl)-N-2-propenyl-6H-1,3,4-thiadiazin-2-amine. m.p. 188°-189° C.

Workup

  1. customRecrystallization from methanol/methyl acetate

Sources & evidence

ORD record
ord-cc4a59b2b97040098542f14dccdf3cf0
Source dataset
uspto-grants-1982_01
Patent number
US04309426

Reaction notes

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