Ammonia → HCID 4777860, compound

HRID 230565Notes

Reaction equation

HRID 230565 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[C:8]([C:12]([O:14]C)=O)[NH:9]2)=[CH:5][CH:4]=1.[NH3:16]>>[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH:7]=[C:8]([C:12]([NH2:16])=[O:14])[NH:9]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 688173Methyl-6-methoxy-2-indolecarboxylate

Product 1

HCID 4777860HCID 4777860, compound

Conditions

Temperature
50 °C

Procedure

A suspension of 4 g (19.49 mmol) of methyl 6-methoxy-2-indolecarboxylate in 60 ml of 28% aqueous ammonia is heated at 50° C. for 14 h in an autoclave. After filtration of the mixture over sintered glass, the white solid obtained is washed with water and dried, and is then added to a hot mixture of ethyl acetate/cyclohexane (100 ml/10 ml). The medium is cooled in a water/ice bath and filtered over sintered glass, to give 1.05 g of 6-methoxy-1H-indole-2-carboxamide in the form of a white solid.

Workup

  1. filtrationAfter filtration of the mixture over sintered glass
  2. customthe white solid obtained
  3. washis washed with water
  4. customdried
  5. additionis then added to a hot mixture of ethyl acetate/cyclohexane (100 ml/10 ml)
  6. temperatureThe medium is cooled in a water/ice bath
  7. filtrationfiltered over sintered glass

Sources & evidence

ORD record
ord-f13eda12a26c47d19d563b0ef842c876
Source dataset
uspto-grants-2009_07
Patent number
US07566736B2

Reaction notes

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