3-Bromo-5-ethoxy-4-hydroxybenzaldehyde → HCID 54209954, compound

HRID 1387401Notes

Reaction equation

HRID 1387401 reaction equation
[C:1]([C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][C:13](=[O:18])[CH2:12]2)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:19][C:20]1[CH:21]=[C:22]([CH:25]=[C:26]([O:29][CH2:30][CH3:31])[C:27]=1[OH:28])[CH:23]=O>>[C:1]([C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[NH:14][C:13](=[O:18])[C:12]2=[CH:23][C:22]1[CH:25]=[C:26]([O:29][CH2:30][CH3:31])[C:27]([OH:28])=[C:20]([Br:19])[CH:21]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6124963-Bromo-5-ethoxy-4-hydroxybenzaldehydeHCID 134081645-Benzoyl-1,3-dihydro-2H-indol-2-one

Product 1

HCID 54209954HCID 54209954, compound

Procedure

The title compound was synthesized in an identical manner to example 2 except 5-benzoyl oxindole was used in place of 5-(2-methyl-thiazol4-yl)-1,3-dihydro-indol-2-one hydrochloride and 3-bromo-5-ethoxy4-hydroxy-benzaldehyde was used in place of 3,5-dibromo-4-hydroxy-benzaldehyde. 1H NMR (DMSO-d6) δ1.38 (t, J=7 Hz, 3H), 4.14 (q, J=7 Hz, 2H), 6.94 (d, J=8.2 Hz, 1H), 7.50-7.68 (m, 4H), 7.69-7.72 (m, 2H), 7.90 (s, 1H), 8.14 (s, 1H), 8.34 (d, J=1.7 Hz, 1H), 8.48 (d, J=1.7 Hz, 1H), 10.15 (s, 1H), 11.02 (s, 1H); APCI-MS: m/z 464 (m−H)−. Anal. Calcd for C24H18NO4Br: C, 62.08; H, 3.91; N, 3.02; Br, 17.21. Found: C, 61.98; H, 3.88; N, 3.08; Br, 17.28.

Sources & evidence

ORD record
ord-5717416b761941419f0d12e3c21326b6
Source dataset
uspto-grants-2001_07
Patent number
US06268391B1

Reaction notes

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