3-(Trifluoromethyl)benzaldehyde → 3,4-Dihydroxy-benzoic acid (3-trifluoromethyl-benzylidene)-hydrazide

HRID 2084268Notes

Reaction equation

HRID 2084268 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[OH:12])[C:5]([NH:7][NH2:8])=[O:6].[F:13][C:14]([F:24])([F:23])[C:15]1[CH:16]=[C:17]([CH:20]=[CH:21][CH:22]=1)[CH:18]=O>>[F:13][C:14]([F:23])([F:24])[C:15]1[CH:16]=[C:17]([CH:20]=[CH:21][CH:22]=1)[CH:18]=[N:8][NH:7][C:5](=[O:6])[C:4]1[CH:9]=[CH:10][C:11]([OH:12])=[C:2]([OH:1])[CH:3]=1

Participants

3

Reactant 2

HCID 679903-(Trifluoromethyl)benzaldehydeHCID 5863003,4-Dihydroxybenzohydrazide

Product 1

HCID 865871633,4-Dihydroxy-benzoic acid (3-trifluoromethyl-benzylidene)-hydrazide

Procedure

The title compound was prepared from 3,4-dihydroxy-benzoic acid hydrazide and 3-trifluoromethyl-benzaldehyde by a procedure similar to Example 22. 1H NMR (DMSO-d6): 11.79 (s, 1H), 9.55 (s, 1H), 9.28 (s, 1H), 8.50 (s, 1H), 8.04 (s, 1H), 8.0 (d, J=7.8 Hz, 1H), 7.78 (d, J=7.8 Hz, 1H), 7.70 (d, J=8.4 Hz, 1H), 7.38 (d, J=2.4 Hz, 1H), 7.31 (d, J=8.1 Hz, 1H), 6.83 (d, J=8.4 Hz, 1H).

Sources & evidence

ORD record
ord-595c3e874ff84bfea164582d20a61887
Source dataset
uspto-grants-2004_04
Patent number
US06716859B2

Reaction notes

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