Acetic Anhydride → HCID 67835692, compound

HRID 2051539Notes

Reaction equation

HRID 2051539 reaction equation
[CH3:1][C:2]1([CH3:22])[C:10]2[C:5](=[CH:6][C:7]([C:11]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([NH2:20])=[CH:16][CH:15]=3)=[O:12])=[CH:8][CH:9]=2)[NH:4][C:3]1=[O:21].[C:23](OC(=O)C)(=[O:25])[CH3:24]>C(O)(=O)C>[CH3:1][C:2]1([CH3:22])[C:10]2[C:5](=[CH:6][C:7]([C:11]([NH:13][C:14]3[CH:15]=[CH:16][C:17]([NH:20][C:23]([CH3:24])=[O:25])=[CH:18][CH:19]=3)=[O:12])=[CH:8][CH:9]=2)[NH:4][C:3]1=[O:21]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 19832254HCID 19832254, compound

Product 1

HCID 67835692HCID 67835692, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

0.83 g. (2.4 mmol) 2,3-Dihydro-3,3-dimethyl-N-(4-aminophenyl)-2-oxo-(1H)-indole-6- carboxamide (from Example 29) was stirred in 5 ml. 2N acetic acid and ml. (53.4 mmol) acetic anhydride for 3 hours at 40° C. The solvent was removed under vacuum and the residue purified by column chromatography (silica gel; isohexane:ethyl acetate:methanol 5:4:0.5 v/v/v) to give 0.6 g. (63% of theory) of the title compound; m.p. 294-295° C.

Workup

  1. customThe solvent was removed under vacuum
  2. customthe residue purified by column chromatography (silica gel; isohexane:ethyl acetate:methanol 5:4:0.5 v/v/v)
  3. customto give 0.6 g

Sources & evidence

ORD record
ord-33da0caf239147e18a337206128d0ad5
Source dataset
uspto-grants-1991_05
Patent number
US05019587

Reaction notes

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