Acetic Acid → HCID 178517024, compound

HRID 1352909Notes

Reaction equation

HRID 1352909 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=O.[F:13][C:14]([F:23])([F:22])[C:15]1[CH:16]=[C:17]([CH:19]=[CH:20][CH:21]=1)[NH2:18].C(O)(=O)C>CO>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])/[C:5]/2=[N:18]\[C:17]1[CH:19]=[CH:20][CH:21]=[C:15]([C:14]([F:13])([F:22])[F:23])[CH:16]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 68895-BromoisatinHCID 73753-(Trifluoromethyl)aniline

Product 1

HCID 178517024HCID 178517024, compoundYield 392.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 5-bromo-1H-indole-2,3-dione (1.0 g, 0.442 mmol) and 3-trifluoromethylaniline (0.993 g, 6.2 mmol) in a solution of 1% acetic acid in methanol was stirred at 50° C. for 12 h. The crude product was concentrated in vacuo, giving the desired crude product (640 mg, 40%).

Workup

  1. concentrationThe crude product was concentrated in vacuo

Sources & evidence

ORD record
ord-3d2577dd1f214677853ee19e3f2f3c63
Source dataset
uspto-grants-2007_05
Patent number
US07220775B2

Reaction notes

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