Water → HCID 53962562, compound

HRID 597447Notes

Reaction equation

HRID 597447 reaction equation
[C:1]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[S:6])[CH2:2][C:3]([CH3:5])=O.[OH-].[K+].[CH3:16]I.O>C(O)C>[CH3:5][C:3]([CH3:16])=[CH:2][C:1]([NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[S:6]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 11458211Butanethioamide, 3-oxo-N-phenyl-

Product 1

HCID 53962562HCID 53962562, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
20 °C

Procedure

11.6 g of thioacetoacetanilide and then a solution of 3.4 g of potassium hydroxide in 35 ml of ethanol were added to 60 ml of ethanol and the mixture was stirred for an hour at 20° C. 8.5 g of methyl iodide were added thereto and the mixture was poured into 300 ml of water. The precipitate formed was recovered by vacuum filtration, and was dissolved in chloroform. The chloroform solution was dried and concentrated to dryness under reduced pressure to obtain 12g of 3-methylthio-crotonanilide melting at 175° C. After crystallization from acetone, the melting point was 178° C.

Workup

  1. customThe precipitate formed
  2. filtrationwas recovered by vacuum filtration
  3. dissolutionwas dissolved in chloroform
  4. dry with materialThe chloroform solution was dried
  5. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-f5b4a578165e4b3885e2502215bb39a8
Source dataset
uspto-grants-1977_03
Patent number
US04014679

Reaction notes

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