3,5-Dichloro-4-hydroxybenzaldehyde → HCID 54158363, compound

HRID 1387403Notes

Reaction equation

HRID 1387403 reaction equation
[CH3:1][CH:2]([CH3:16])[CH2:3][C:4]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[CH2:9]2)=[O:5].[Cl:17][C:18]1[CH:19]=[C:20]([CH:23]=[C:24]([Cl:27])[C:25]=1[OH:26])[CH:21]=O>>[Cl:17][C:18]1[CH:19]=[C:20]([CH:23]=[C:24]([Cl:27])[C:25]=1[OH:26])[CH:21]=[C:9]1[C:8]2[C:12](=[CH:13][CH:14]=[C:6]([C:4](=[O:5])[CH2:3][CH:2]([CH3:16])[CH3:1])[CH:7]=2)[NH:11][C:10]1=[O:15]

Participants

3

Reactant 2

HCID 168393,5-Dichloro-4-hydroxybenzaldehydeHCID 179825635-(3-Methyl-butanoyl)-1,3-dihydro-indol-2-one

Product 1

HCID 54158363HCID 54158363, compound

Procedure

The title compound was synthesized in an identical manner to example 2 except 5-(3-methyl-butanoyl)-1,3-dihydro-indol-2-one was used in place of 5-(2methyl-thiazol4-yl)- 1,3-dihydro-indol-2-one and 3,5-dichloro-4-hydroxy-benzaldehyde was used in place of 3,5-bromo-4-hydroxy-benzaldehyde. 1H NMR (DMSO-d6): δ11.05 (s, 1H); 10.99 (s, 1H1); 8.63 (s, 1H); 8.28 (s, 1H); 7.92 (s, 1H); 7.85 (d, J=8.2, 1H); 7.77 (s, 1H); 6.89 (d, J=8.2, 1H); 2.84 (d, J=6.8, 2H); 2.21-2.08 (m, 1H); 0.92 (d, J=6.8, 6H). ESI-MS: m/z 388 (m−H)−.

Sources & evidence

ORD record
ord-d550425a79f443c78c38b9adac901bdd
Source dataset
uspto-grants-2001_07
Patent number
US06268391B1

Reaction notes

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