2,2',4'-Trichloroacetophenone → HCID 178448900, compound

HRID 1105569Notes

Reaction equation

HRID 1105569 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:17][C:18](=[S:21])[NH:19][NH2:20])[CH2:14][CH2:15][CH3:16]>CO>[ClH:1].[CH2:13]([NH:17][C:18]1[S:21][CH2:5][C:4]([C:3]2[CH:8]=[CH:9][C:10]([Cl:12])=[CH:11][C:2]=2[Cl:1])=[N:20][N:19]=1)[CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 202502,2',4'-TrichloroacetophenoneHCID 18103033-Amino-1-butylthiourea

Product 1

HCID 178448900HCID 178448900, compoundYield 112.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4.47 g of 2,4-dichlorophenacyl chloride and 2.66 g of 4-n-butyl-thiosemicarbazide are reacted under the conditions of Example 2 in 150 ml of methanol. The solid obtained is recrystallized from methanol/ethyl acetate, producing 3.98 g of N-butyl-5-(2,4-dichlorophenyl)-6H-1,3,4-thiadiazin-2-amine monohydrochloride. m.p. 180°-182° C.

Workup

  1. customThe solid obtained
  2. customis recrystallized from methanol/ethyl acetate

Sources & evidence

ORD record
ord-cd15bdad60d046bf9f7ed4552e5c59aa
Source dataset
uspto-grants-1982_01
Patent number
US04309426

Reaction notes

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