HCID 53962035, compound → 1H-Indole-2-carboxylic acid, 4-chloro-, Methyl ester

HRID 1249927Notes

Reaction equation

HRID 1249927 reaction equation
[N:1]([C:4](=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[Cl:16])[C:5]([O:7][CH3:8])=[O:6])=[N+]=[N-]>C1(C)C=CC=CC=1>[CH3:8][O:7][C:5]([C:4]1[NH:1][C:15]2[C:10]([CH:9]=1)=[C:11]([Cl:16])[CH:12]=[CH:13][CH:14]=2)=[O:6]

Participants

3

Reactant 1

HCID 53962035HCID 53962035, compound

Product 1

HCID 47149741H-Indole-2-carboxylic acid, 4-chloro-, Methyl ester

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Methyl 2-azido-3-(2-chlorophenyl)-propenoate (3.566 g, 144 mmol) was suspended in toluene (800 ml) and the mixture was heated at reflux for three hours, then cooled and allowed to stir at room temperature overnight. A yellow crystalline material was obtained by filtration and recrystallised from hexane.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for three hours
  3. temperaturecooled
  4. customA yellow crystalline material was obtained by filtration
  5. customrecrystallised from hexane

Sources & evidence

ORD record
ord-9fbec446f6ef4eada94f1b9e25d08cbe
Source dataset
uspto-grants-2002_01
Patent number
US06335360B1

Reaction notes

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