Ammonia → 2,3-Dihydro-1H-indole-2-carboxamide

HRID 1601075Notes

Reaction equation

HRID 1601075 reaction equation
[NH3:1].[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]1[C:11]([O:13]C)=O>CO>[NH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH:3]1[C:11]([NH2:1])=[O:13]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 2794655Methyl indoline-2-carboxylate

Product 1

HCID 139378102,3-Dihydro-1H-indole-2-carboxamideYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Gaseous NH3 was bubbled into a solution of methyl (±)-indoline-2-carboxylate (4.3 g, 24.2 mmol) in methanol (50 mL) at RT for 30 min. The reaction was stirred for 18 h, then was filtered to afford the title compound (3.35 g 85%) as a colorless solid: MS (ES) m/e 163.0 (M+H)+.

Workup

  1. filtrationwas filtered

Sources & evidence

ORD record
ord-bb54d9bbb43f4187b24382d845ce13de
Source dataset
uspto-grants-1999_11
Patent number
US05977101

Reaction notes

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