Pyridine → HCID 12202377, compound

HRID 1076606Notes

Reaction equation

HRID 1076606 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][C:6]=1[C:7](=[O:15])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[F:14].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]=[CH:5][C:6]=1[C:7](=[O:15])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[F:14])(=[O:24])[CH3:22]

Participants

6

Reactant 4

HCID 1049PyridineHCID 3283Diethyl EtherHCID 6367Acetyl chlorideHCID 12202371HCID 12202371, compound

Product 1

HCID 12202377HCID 12202377, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 3.90 g of 2-amino-3-(o-fluorobenzoyl)thiophene, 3.90 g of pyridine and 170 ml of anhydrous ether is added dropwise 3.90 g of acetyl chloride. Then the reaction mixture is stirred under reflux for 7 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 residure, which is crystallized from ether to give 2-acetylamino-3-(o-fluorobenzoyl)thiophene having a melting point of 143.5° - 144.5°C.

Workup

  1. temperatureunder reflux for 7 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 residure, which
  8. customis crystallized from ether

Sources & evidence

ORD record
ord-a6b8913d3dac4288824bf9f1f8b10209
Source dataset
uspto-grants-1976_05
Patent number
US03957783

Reaction notes

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