Ammonia → 7-nitro-1H-indole-2-carboxamide

HRID 230567Notes

Reaction equation

HRID 230567 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[NH:11][C:10]([C:13]([O:15]CC)=O)=[CH:9]2)([O-:3])=[O:2].[NH3:18]>>[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[NH:11][C:10]([C:13]([NH2:18])=[O:15])=[CH:9]2)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 250407Ethyl 7-nitro-1H-indole-2-carboxylate

Product 1

HCID 473196987-nitro-1H-indole-2-carboxamide

Conditions

Temperature
50 °C

Procedure

A suspension of 133 mg (0.57 mmol) of ethyl 7-nitroindole-2-carboxylate in 3.84 ml of 28% aqueous ammonia is heated at 50° C. for 18 h in a stoppered glass tube. The reaction medium is filtered over sintered glass. The yellow solid obtained is washed with water and with cyclohexane and then dried under vacuum. 70 mg of 7-nitro-1H-indole-2-carboxamide are obtained in the form of a yellow solid.

Workup

  1. filtrationThe reaction medium is filtered over sintered glass
  2. customThe yellow solid obtained
  3. washis washed with water and with cyclohexane
  4. customdried under vacuum

Sources & evidence

ORD record
ord-aa1ca6611c304af49a226cf2de84133b
Source dataset
uspto-grants-2009_07
Patent number
US07566736B2

Reaction notes

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