Nitromethane → HCID 10331038, compound

HRID 2081218Notes

Reaction equation

HRID 2081218 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[N:9]([CH3:11])[C:8]([CH:12]=O)=[CH:7]2.C([O-])(=O)C.[NH4+].[N+:19]([CH3:22])([O-:21])=[O:20]>>[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[N:9]([CH3:11])[C:8](/[CH:12]=[CH:22]/[N+:19]([O-:21])=[O:20])=[CH:7]2

Participants

4

Reactant 3

HCID 6375NitromethaneHCID 517165Ammonium AcetateHCID 10261633HCID 10261633, compound

Product 1

HCID 10331038HCID 10331038, compound

Procedure

To a solution of 7-fluoro-1-methyl-1H-indole-2-carboxaldehyde (1.80 g) in nitromethane (20 ml) was added ammonium acetate (780 mg) and the mixture was heated at reflux for 1 h. The solvent was removed in vacuo and the residue was suspended in ethyl acetate (300 ml). This suspension was washed with 8% aqueous sodium bicarbonate solution (2×300 ml), dried, and the solvent was removed in vacuo to leave the title compound (1.26 g) as a solid, m.p. 153°-155.5°.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 1 h
  3. customThe solvent was removed in vacuo
  4. washThis suspension was washed with 8% aqueous sodium bicarbonate solution (2×300 ml)
  5. customdried
  6. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-36b416eb76bf46c181edeb1f1529b366
Source dataset
uspto-grants-1993_02
Patent number
US05183820

Reaction notes

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