2,2',4'-Trichloroacetophenone → HCID 178456952, compound

HRID 1105566Notes

Reaction equation

HRID 1105566 reaction equation
[CH:1]([NH:4][C:5](=[S:8])[NH:6][NH2:7])([CH3:3])[CH3:2].[Cl:9][C:10]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:11]=1[C:12](=O)[CH2:13]Cl>CO>[ClH:9].[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][CH:1]([CH3:3])[CH3:2])=[N:6][N:7]=1

Participants

4

Reactant 2

HCID 202502,2',4'-TrichloroacetophenoneHCID 18093764-Isopropyl-3-thiosemicarbazide

Product 1

HCID 178456952HCID 178456952, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3.99 g (0.03 mole) of 4-isopropyl-thiosemicarbazide and 6.70 g (0.03 mole) of 2,4-dichlorophenacyl chloride are reacted in 150 ml of methanol under the conditions of Example 2. The concentrated product is crystallized and recrystallized from methanol/ethyl acetate. The product is dried under high vacuum at 65° C. and recrystallized again from methanol/ethyl acetate. It is finally dried again at 65° C. under high vacuum producing 5-(2,4-dichlorophenyl)-N-(1-methylethyl)-6H-1,3,4-thiadiazin-2-amine monohydrochloride. m.p. 207°-208° C.

Workup

  1. customThe concentrated product is crystallized
  2. customrecrystallized from methanol/ethyl acetate
  3. customThe product is dried under high vacuum at 65° C.
  4. customrecrystallized again from methanol/ethyl acetate
  5. customIt is finally dried again at 65° C. under high vacuum

Sources & evidence

ORD record
ord-c561ef41961c4a239436b7bc290de001
Source dataset
uspto-grants-1982_01
Patent number
US04309426

Reaction notes

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