2,2',4'-Trichloroacetophenone → HCID 12836996, compound

HRID 1105564Notes

Reaction equation

HRID 1105564 reaction equation
[CH3:1][N:2]([CH3:7])[C:3](=[S:6])[NH:4][NH2:5].[Cl:8][C:9]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:10]=1[C:11](=O)[CH2:12]Cl>>[ClH:8].[Cl:8][C:9]1[CH:18]=[C:17]([Cl:19])[CH:16]=[CH:15][C:10]=1[C:11]1[CH2:12][S:6][C:3]([N:2]([CH3:7])[CH3:1])=[N:4][N:5]=1

Participants

3

Reactant 2

HCID 202502,2',4'-TrichloroacetophenoneHCID 27337004,4-Dimethyl-3-thiosemicarbazide

Product 1

HCID 12836996HCID 12836996, compound

Procedure

4.16 g (0.035 mole) of 4,4-dimethyl-thiosemicarbazide and 7.82 g (0.035 mole) of 2,4-dichlorophenacyl chloride are reacted under the conditions of Example 2. After concentration, ethyl acetate is added to the residue and further concentration is employed. A yellow, needle-like solid is produced. The solid is dried under high vacuum at 65° C. Subsequently, it is recrystallized from methanol/ethyl acetate and again dried under high vacuum to produce 5-(2,4-dichlorophenyl)-N,N-dimethyl-6H-1,3,4-thiadiazin-2-amine monohydrochloride. m.p. 219°-222° C.

Workup

  1. concentrationAfter concentration, ethyl acetate
  2. additionis added to the residue and further concentration
  3. customA yellow, needle-like solid is produced
  4. customThe solid is dried under high vacuum at 65° C
  5. customSubsequently, it is recrystallized from methanol/ethyl acetate
  6. customagain dried under high vacuum

Sources & evidence

ORD record
ord-5dc3eb7f23214de2950e95f2b23d3559
Source dataset
uspto-grants-1982_01
Patent number
US04309426

Reaction notes

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