Potassium Hydroxide → HCID 21537710, compound

HRID 1076591Notes

Reaction equation

HRID 1076591 reaction equation
[CH3:1][N:2](C(=O)C)[C:3]1[S:4][CH:5]=[C:6]([CH3:16])[C:7]=1[C:8](=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[OH-].[K+]>C(O)C.O>[CH3:1][NH:2][C:3]1[S:4][CH:5]=[C:6]([CH3:16])[C:7]=1[C:8](=[O:15])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 21537749HCID 21537749, compound

Product 1

HCID 21537710HCID 21537710, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
95 °C

Procedure

To a solution of 400 mg of N-methyl-2-acetylamino-3-benzoyl-4-methylthiophene in 8 ml of ethanol, is added 0.11 g of potassium hydroxide in 2.9 ml of water. The mixture is heated at 95°C for 30 minutes, evaporated under reduced pressure to a residue. Water is added to the residue and the resulting mixture is extracted with dichloromethane. The dichloromethane extracts are washed with water, dried over sodium sulfate and then evaporated under reduced pressure to give crystals, which are recrystallized from ethanol-ether to give 2-methylamino-3-benzoyl-4-methylthiophene as crystals having a melting point of 144° - 145°C.

Workup

  1. customevaporated under reduced pressure to a residue
  2. additionWater is added to the residue
  3. extractionthe resulting mixture is extracted with dichloromethane
  4. washThe dichloromethane extracts are washed with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated under reduced pressure
  7. customto give crystals, which
  8. customare recrystallized from ethanol-ether

Sources & evidence

ORD record
ord-6cfae564b10c49f0b6f58fefef827065
Source dataset
uspto-grants-1976_05
Patent number
US03957783

Reaction notes

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