Oxindole → 3-(3-Isopropyl-4-methoxybenzylidene)-1,3-dihydroindol-2-one

HRID 24353Notes

Reaction equation

[CH:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[CH:7]=O)([CH3:3])[CH3:2].[NH:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:16][C:15]1=[O:23]>>[CH:1]([C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[O:12][CH3:13])[CH:7]=[C:16]1[C:17]2[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=2)[NH:14][C:15]1=[O:23])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 321710Oxindole

HCID 98989903-Isopropyl-4-methoxybenzaldehyde

Product 1

HCID 537990553-(3-Isopropyl-4-methoxybenzylidene)-1,3-dihydroindol-2-one

Procedure

2-Isopropylphenol was methylated and then formylated to give 3-isopropyl-4-methoxybenzaldehyde. 3-Isopropyl-4-methoxybenzaldehyde was condensed with 2-oxindole to give 0.3 g of 3-(3-isopropyl-4-methoxybenzylidene)-1,3-dihydroindol-2-one as a yellow-orange solid.

Sources & evidence

ORD record: ord-be953b7967b345c9a08f8f2d8d56963f
Source dataset: uspto-grants-2005_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06855730B2

Reaction notes

Loading…