Chloroacetone → HCID 21833778, compound

HRID 2392643Notes

Reaction equation

HRID 2392643 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=[S:7])=[CH:4][C:3]=1[CH3:11].Cl[CH2:13][C:14](=O)[CH3:15]>C(O)C>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]2[S:7][CH:13]=[C:14]([CH3:15])[N:8]=2)=[CH:4][C:3]=1[CH3:11]

Participants

4

Reactant 2

HCID 6571Chloroacetone2×HCID 2183382941963-21-7

Product 1

HCID 21833778HCID 21833778, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Bromo-3-methylthiobenzamide (D38, 0.87 g, 0.0038 mole) was dissolved in ethanol (60 ml) and treated with chloroacetone (0.39 ml, 0.0049 mole). The reaction mixture was heated under reflux for 5 h, then more chloroacetone (0.39 ml, 0.0049 mole) was added and the mixture heated under reflux for a further 3 h. After cooling to room temperature, the solvent was removed in vacuo to leave the title compound as a pale oil (1.00 g, 98%).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 5 h
  3. temperaturethe mixture heated
  4. temperatureunder reflux for a further 3 h
  5. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-552bc59c80c34212964b714e08f8ebce
Source dataset
uspto-grants-1998_09
Patent number
US05801170

Reaction notes

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