2-Naphthoyl chloride → 3-{4-[(Naphthalene-2-carbonyl)-amino]-phenyl)-acrylic acid methyl ester

HRID 2100000

Reaction equation

HRID 2100000 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11](Cl)=[O:12].[CH3:14][O:15][C:16](=[O:26])[CH:17]=[CH:18][C:19]1[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=1>>[CH3:14][O:15][C:16](=[O:26])[CH:17]=[CH:18][C:19]1[CH:24]=[CH:23][C:22]([NH:25][C:11]([C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[CH:1]=2)=[O:12])=[CH:21][CH:20]=1

Participants

3

Reactant 2

HCID 752462-Naphthoyl chlorideHCID 30175782-Propenoic acid, 3-(4-aminophenyl)-, methyl ester

Product 1

HCID 669583453-{4-[(Naphthalene-2-carbonyl)-amino]-phenyl)-acrylic acid methyl ester

Procedure

Using an analogous method (H4), the title compound was prepared from 2-naphthalenecarbonyl chloride (0.557 g, 2.91 mmol) and 3-(4-amino-phenyl)-acrylic acid methyl ester (3) in a form of white solid (0.950 g, 75%). 1H NMR (DMSO-d6, HMDSO), δ: 3.65 (3H, s); 6.51 (1H, d, J=16.0 Hz); 7.47-8.25 (12H, m); 10.63 (1H, s).

Sources & evidence

ORD record
ord-7e82ce5b8615444ba2b166c5f7d184c2
Source dataset
uspto-grants-2009_08
Patent number
US07569724B2

Linked notes

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