2-Chloroacetophenone → HCID 178482491, compound

HRID 1105559Notes

Reaction equation

HRID 1105559 reaction equation
[CH3:1][NH:2][C:3](=[S:6])[NH:4][NH2:5].[CH2:7]([Cl:16])[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=O>CO>[ClH:16].[CH3:1][NH:2][C:3]1[S:6][CH2:7][C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:5][N:4]=1

Participants

4

Reactant 2

HCID 107572-ChloroacetophenoneHCID 2723853N-Methylhydrazinecarbothioamide

Product 1

HCID 178482491HCID 178482491, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5.255 g (0.05 mole) of 4-methyl-thiosemicarbazide and 7.73 g (0.05 mole) of phenacyl chloride are heated and stirred at reflux (65° C.) in 200 ml of methanol for 30 minutes. At this time, the solvent is removed in vacuo. The residue is dissolved in methanol, warmed and then diluted with acetone. Thereafter, it is concentrated to approximately 200 ml. After standing for 2 days, 8.33 g of N-methyl-5-phenyl-6H-1,3,4-thiadiazin-2-amine hydrochloride are deposited. m.p. 176°-178° C.

Workup

  1. customAt this time, the solvent is removed in vacuo
  2. dissolutionThe residue is dissolved in methanol
  3. temperaturewarmed
  4. additiondiluted with acetone
  5. concentrationThereafter, it is concentrated to approximately 200 ml

Sources & evidence

ORD record
ord-7cf6430283de480a8037d366c0c85e93
Source dataset
uspto-grants-1982_01
Patent number
US04309426

Reaction notes

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