Toluene → HCID 18373213, compound

HRID 842403Notes

Reaction equation

HRID 842403 reaction equation
[C:1]12[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH:6]C(=O)[O:4][C:2]2=O.[NH2:13][C:14]1[CH:22]=[C:21]2[C:17]([CH:18]=[CH:19][NH:20]2)=[CH:16][CH:15]=1.C1(C)C=CC=CC=1>CN(C=O)C>[NH:20]1[C:21]2[C:17](=[CH:16][CH:15]=[C:14]([NH:13][C:2](=[O:4])[C:1]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[NH2:6])[CH:22]=2)[CH:18]=[CH:19]1

Participants

5

Reactant 3

HCID 1140TolueneHCID 8359Isatoic AnhydrideHCID 2560966-Aminoindole

Product 1

HCID 18373213HCID 18373213, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of isatoic anhydride (5.06 g, 31 mmol), 6-aminoindole (4.103 g, 31 mmol), toluene (300 mL) and DMF (30 mL) was heated to reflux for 18 hours. The reaction was cooled, filtered, and chromatographed to yield 4.103 g (53%) of the title compound as a tan solid.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 18 hours
  3. temperatureThe reaction was cooled
  4. filtrationfiltered
  5. customchromatographed

Sources & evidence

ORD record
ord-94c70336708844b085e8138569aa44dc
Source dataset
uspto-grants-2002_04
Patent number
US06372759B1

Reaction notes

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