Pyridine → HCID 12426507, compound

HRID 1076589Notes

Reaction equation

HRID 1076589 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH3:15])[C:6]=1[C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.N1C=CC=CC=1.[CH3:22][CH2:23][O:24]CC.C(Cl)(=O)C>O>[C:23]([NH:1][C:2]1[S:3][CH:4]=[C:5]([CH3:15])[C:6]=1[C:7](=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:24])[CH3:22]

Participants

6

Reactant 4

HCID 1049PyridineHCID 3283Diethyl EtherHCID 6367Acetyl chlorideHCID 12426500HCID 12426500, compound

Product 1

HCID 12426507HCID 12426507, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 4.50 g of 2-amino-3-benzoyl- 4-methylthiophene, 4.5 g of pyridine and 450 ml of anhydrous ether is added dropwise 4.50 g of acetyl chloride. Then the reaction mixture is stirred under reflux for 5 hours. After cooling, the reaction mixture is poured into water. The ether layer is separated and washed with water, and dried over sodium sulfate. The solvent is removed under reduced pressure to give an oily residue, which is crystallized from ether to give 2-acetylamino-3-benzoyl-4-methylthiophene having a melting point of 106° - 107°C.

Workup

  1. temperatureunder reflux for 5 hours
  2. temperatureAfter cooling
  3. customThe ether layer is separated
  4. washwashed with water
  5. dry with materialdried over sodium sulfate
  6. customThe solvent is removed under reduced pressure
  7. customto give an oily residue, which
  8. customis crystallized from ether

Sources & evidence

ORD record
ord-2e311c624bda419e9203a64fa1c2a0f6
Source dataset
uspto-grants-1976_05
Patent number
US03957783

Reaction notes

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