Pyridine → 3-Thiophenecarboxamide, 2-(acetylamino)-5-(4-fluorophenyl)-

HRID 1658369Notes

Reaction equation

HRID 1658369 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8].N1C=CC=CC=1.[C:23](Cl)(=[O:25])[CH3:24]>O>[C:23]([NH:1][C:2]1[S:3][C:4]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)=[CH:5][C:6]=1[C:7]([NH2:9])=[O:8])(=[O:25])[CH3:24]

Participants

5

Reactant 3

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 99427712-Amino-5-(4-fluorophenyl)thiophene-3-carboxamide

Product 1

HCID 97956353-Thiophenecarboxamide, 2-(acetylamino)-5-(4-fluorophenyl)-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A vigorously stirred mixture of 2-amino-5-(4-fluorophenyl)- 3-thiophenecarboxamide (0.01 mole) and pyridine (20 ml) at 0° was treated dropwise with acetyl chloride (0.011 mole). The resulting solution was stirred a further 30 minutes at 0° and then poured on to cold water. The precipitate was collected by filtration, washed with water and dried. Recrystallisation from ethanol yielded 2-acetamido-5-(4-fluorophenyl)- 3-thiophenecarboxamide (90°/o, m.p. 230°-3°).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with water
  3. customdried
  4. customRecrystallisation from ethanol

Sources & evidence

ORD record
ord-aa3972ccb06e4fb289dca05eb6f85821
Source dataset
uspto-grants-1976_06
Patent number
US03963750

Reaction notes

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