2-Nitrobenzaldehyde → 1-(2'-Nitro-benzylidene)-6,7-dimethoxy-2-tetralone

HRID 1602197Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[CH2:9][C:8](=[O:15])[CH2:7][CH2:6]2.[N+:16]([C:19]1[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=1[CH:21]=O)([O-:18])=[O:17]>>[N+:16]([C:19]1[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=1[CH:21]=[C:9]1[C:10]2[C:5](=[CH:4][C:3]([O:2][CH3:1])=[C:12]([O:13][CH3:14])[CH:11]=2)[CH2:6][CH2:7][C:8]1=[O:15])([O-:18])=[O:17]

Participants

Reactant 2

HCID 111012-Nitrobenzaldehyde

HCID 6098446,7-Dimethoxy-2-tetralone

Product 1

HCID 541987131-(2'-Nitro-benzylidene)-6,7-dimethoxy-2-tetralone

Procedure

Prepared from 6,7-dimethoxy-2-tetralone and 2-nitrobenzaldehyde; mp 63-64° C.; IR (Nujol): 1712, 1540; 1H NMR: δ2.69 (2H, t), 3.01 (2H t), 3.25 (3H, s), 3.88 (3H, s), 6.26 (1H, s), 6.72 (1H, s), 7.25-7.26 (1H, m), 7.44-7.50 (2H, m), 7.87 (1H, s), 8.12-8.17 (1H, m); 13C NMR: δ28.0, 37.9, 55.7, 56.3, 108.6, 111.3, 112.5, 124.2, 124.9, 125.4, 129.3, 130.1, 131.8, 133.5, 133.9, 134.7, 147.5, 149.6, 200.7.

Sources & evidence

ORD record: ord-701083d7e47c4d488520b0deb5f658f0
Source dataset: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05981541

Reaction notes

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