Acetone → HCID 178482498, compound

HRID 67731Notes

Reaction equation

HRID 67731 reaction equation
[CH3:1][NH:2][C:3](=[S:6])[NH:4][NH2:5].[CH3:7][C:8]([CH3:10])=O.C1(C)C=CC=CC=1.[C:18](Cl)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>N1C=CC=CC=1>[C:18]([N:5]1[C:8]([CH3:10])([CH3:7])[S:6][C:3]([NH:2][CH3:1])=[N:4]1)(=[O:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

6

Reactant 4

HCID 180AcetoneHCID 1140TolueneHCID 7412Benzoyl chlorideHCID 2723853N-Methylhydrazinecarbothioamide

Product 1

HCID 178482498HCID 178482498, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A 42 g. portion of 4-methylthiosemicarbazide was reacted with 23.2 g. of acetone in 500 ml. of toluene as described in Example 1, except that the mixture was heated briefly to reflux, and then cooled to 70°, before 32 ml. of pyridine was added. Then the mixture was cooled to 20°, and 56.3 g. of benzoyl chloride was added. The reaction mixture was worked-up substantially as described in Example 1 to obtain 31.8 g. of the desired product, m.p. 130°-136°.

Workup

  1. temperaturewas heated briefly
  2. temperatureto reflux
  3. temperaturecooled to 70°, before 32 ml
  4. temperatureThen the mixture was cooled to 20°
  5. customto obtain 31.8 g

Sources & evidence

ORD record
ord-97cbea597e124e3fbe7e7cf5fe3227e4
Source dataset
uspto-grants-1982_08
Patent number
US04346225

Reaction notes

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