2,2',4'-Trichloroacetophenone → HCID 178463645, compound

HRID 1105563Notes

Reaction equation

HRID 1105563 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:3]=1[C:4](=O)[CH2:5]Cl.[CH2:13]([NH:15][C:16](=[S:19])[NH:17][NH2:18])[CH3:14]>CO>[ClH:1].[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:3]=1[C:4]1[CH2:5][S:19][C:16]([NH:15][CH2:13][CH3:14])=[N:17][N:18]=1

Participants

4

Reactant 2

HCID 202502,2',4'-TrichloroacetophenoneHCID 15517804-Ethyl-3-thiosemicarbazide

Product 1

HCID 178463645HCID 178463645, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Utilizing the reaction conditions of Example 2, 9.3 g (0.04 mole) of 2,4-dichlorophenacyl chloride and 4.77 g (0.04 mole) of 4-ethylthiosemicarbazide are reacted in 200 ml of methanol to produce 6.5 g of 5-(2,4-dichlorophenyl)-N-ethyl-6H-1,3,4-thiadiazin-2-amine monohydrochloride after recrystallization which, in this case, was from methanol/ethyl acetate. m.p. 197°-198° C.

Sources & evidence

ORD record
ord-9f3029a3053c4a44b742edfb0063fa26
Source dataset
uspto-grants-1982_01
Patent number
US04309426

Reaction notes

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