2-Aminophenol → HCID 58982136, compound

HRID 1182479Notes

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]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=O)=[O:12].[NH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[OH:29].[C:30]1(N)C=CC=C[C:31]=1N>>[OH:29][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[NH:22][C:19](=[O:21])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:11]([C:2]1[CH:1]=[CH:10][C:5]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:31][CH:30]=2)=[CH:4][CH:3]=1)=[O:12]

Participants

Reactant 3

HCID 58012-Aminophenol

HCID 7243O-Phenylenediamine

HCID 109459918-(2-NAPHTHYL)-8-OXOOCTANOIC ACID

Product 1

HCID 58982136HCID 58982136, compoundYield 39%

Procedure

Following the procedure described in Example 22, but substituting carboxylic acid 50h for carboxylic acid 50g and 2-aminophenol for 1,2-phenylenediamine, the title compound 74 was obtained in 39% yield. 1H NMR (CDCl3:CD3OD 5:1): δ 7.99 (d, J=8.4 Hz, 2H), 7.60 (m, 4H), 7.41 (m, 4H), 7.02 (m, 1H), 6.91 (m, 1H), 6.81 (m, 1H), 2.98 (m, 2H), 2.41 (t, J=7.5 Hz, 2H), 1.74 (m, 4H), 1.42 (m, 4H).

Sources & evidence

ORD record: ord-f6432c4d54884143825f3debaf82985e
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07288567B2

Reaction notes

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