Formic Acid → 2-(1-Formylaminopropyl) thiophene

HRID 1708972Notes

Reaction equation

HRID 1708972 reaction equation
[C:1]([C:5]1[S:6][CH:7]=[CH:8][CH:9]=1)(=O)[CH2:2][CH3:3].[CH:10]([NH2:12])=[O:11].C(O)=O.C(=O)([O-])[O-].[K+].[K+]>O>[CH:10]([NH:12][CH:1]([C:5]1[S:6][CH:7]=[CH:8][CH:9]=1)[CH2:2][CH3:3])=[O:11]

Participants

6

Reactant 4

HCID 284Formic AcidHCID 713FormamideHCID 11430Potassium CarbonateHCID 261792-Propionylthiophene

Product 1

HCID 148354442-(1-Formylaminopropyl) thiopheneYield 79.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 100 g of 2-propionylthiophene, 161 g of formamide and 98 g of formic acid is stirred at 150°-160 ° C. for 22 hours. After cooling, the mixture is poured into a solution of 30 g of potassium carbonate in 200 ml of water and extracted with ethyl acetate. The extract is washed, dried and evaporated to remove solvent. The residue is distilled under reduced pressure to give 96.5 g of 2-(1-formylaminopropyl) thiophene as a colorless oil. b.p. 154°-156° C./4 mmHg

Workup

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. washThe extract is washed
  4. customdried
  5. customevaporated
  6. customto remove solvent
  7. distillationThe residue is distilled under reduced pressure

Sources & evidence

ORD record
ord-181dbb1742644a6484351810c6152aee
Source dataset
uspto-grants-1990_08
Patent number
US04946862

Reaction notes

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