Ammonia → HCID 9998139, compound

HRID 1611683Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9].[OH:10][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:20]=1[N:19]=[C:18](C)[CH:17]=[CH:16]2.[NH3:22]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[O:9][CH2:5][CH2:4][CH2:3][CH:8]([CH3:7])[O:10][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:20]=1[N:19]=[C:18]([NH2:22])[CH:17]=[CH:16]2

Participants

Reactant 3

HCID 222Ammonia

HCID 460Guaiacol

HCID 132242-Methyl-8-hydroxyquinoline

Product 1

HCID 9998139HCID 9998139, compound

Procedure

The title compound was prepared according to the procedure described in Example 86 substituting 2-methoxyphenol for 8-hydroxyquinaldine. 1H NMR (500 MHz, CDCl3) δ ppm 7.94 (d, 1H), 7.28 (t, 1H), 7.15 (m, 1H), 7.14 (d, 1H), 7.02 (d, 1H), 6.86 (m, 4H), 4.74 (m, 1H), 4.06 (m, 2H), 3.80 (m, 3H), 2.21 (m, 1H), 2.02 (m, 3H), 1.45 (d, 3H); MS (DCI/NH3) m/z 353 [M+H]+.

Sources & evidence

ORD record: ord-76cc254574754f69ba98d9770ca79989
Source dataset: uspto-grants-2006_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06989392B2

Reaction notes

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