Formic Acid → 1-(Formylamino)-1H-pyrrole-2-carboxamide

HRID 1951289Notes

Reaction equation

HRID 1951289 reaction equation
[NH2:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([NH2:9])=[O:8].[C:10]([O-])(=[O:12])C.[Na+].C(O)=O>>[CH:10]([NH:1][N:2]1[CH:6]=[CH:5][CH:4]=[C:3]1[C:7]([NH2:9])=[O:8])=[O:12]

Participants

4

Reactant 3

HCID 284Formic AcidHCID 517045Sodium AcetateHCID 104191801-Amino-1H-pyrrole-2-carboxamide

Product 1

HCID 104193771-(Formylamino)-1H-pyrrole-2-carboxamide

Procedure

To a mixture of 1-Amino-1H-pyrrole-2-carboxamide (1.00 g, 8.0 mmol) and sodium acetate (1.60 g, 20.0 mmol) was added formic acid (11.0 ml, 287 mmol). The mixture was stirred overnight at RT. After removing the excess formic acid in vacuo, water (5 mL) was added and the mixture was cooled to 0° C. The mixture was filtered and the solid washed with water and dried in vacuo to afford 1-formamido-1H-pyrrole-2-carboxamide which was advanced without further purification.

Workup

  1. customAfter removing the excess formic acid in vacuo, water (5 mL)
  2. additionwas added
  3. temperaturethe mixture was cooled to 0° C
  4. filtrationThe mixture was filtered
  5. washthe solid washed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-fbb94cc2f08b4116ad22d3202488767c
Source dataset
uspto-grants-2013_03
Patent number
US08404694B2

Reaction notes

Loading…