3-Amino-4-methoxybenzoic acid → HCID 21884391, compound

HRID 722478Notes

Reaction equation

HRID 722478 reaction equation
[NH2:1][C:2]1[C:3]([OH:12])=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH3:13][O:14][C:15]1[CH:23]=[CH:22][C:18]([C:19](O)=O)=[CH:17][C:16]=1[NH2:24]>>[NH2:24][C:16]1[CH:17]=[C:18]([C:19]2[O:12][C:3]3[CH:4]=[C:5]4[C:10]([CH:9]=[CH:8][CH:7]=[CH:6]4)=[CH:11][C:2]=3[N:1]=2)[CH:22]=[CH:23][C:15]=1[O:14][CH3:13]

Participants

3

Reactant 2

HCID 178233-Amino-4-methoxybenzoic acidHCID 794493-Amino-2-naphthol

Product 1

HCID 21884391HCID 21884391, compound

Procedure

Prepared by the method of Example 1a), from 3-amino-2-naphthol (476 mg, 2.9 mmol) and 4-methoxy-3-aminobenzoic acid (500 mg, 2.9 mmol) the subtitle compound was obtained, 120 mg (14%). 1H NMR (CDCl3) δ 8.06(s, 1H), 7.92–7.83(m, 3H), 7.67(dd, J=1.9, 8.2 Hz, 1H), 7.60(d, J=1.9 Hz, 1H), 7.38(m, 2H), 6.85(d, J=8.3 Hz, 1H), 3.88(s, 3H). MS 291 m/z (M+H)+.

Sources & evidence

ORD record
ord-8792170e98e541adb4aedf6698435eb5
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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