Ammonia → HCID 22254626, compound

HRID 1611681Notes

Reaction equation

HRID 1611681 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([OH:12])[CH:6]=[CH:7][CH:8]=2)[N:3]=1.[OH:13][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[C:23]=1[N:22]=[C:21](C)[CH:20]=[CH:19]2.[NH3:25]>>[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([O:12][CH2:6][CH2:5][CH2:4][CH:9]([CH3:8])[O:13][C:14]3[CH:15]=[CH:16][CH:17]=[C:18]4[C:23]=3[N:22]=[C:21]([NH2:25])[CH:20]=[CH:19]4)[CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 132242-Methyl-8-hydroxyquinolineHCID 46537882-Amino-8-quinolinol

Product 1

HCID 22254626HCID 22254626, compound

Procedure

The title compound was prepared according to the procedure described in Example 86 substituting 2-aminoquinolin-8-ol for 8-hydroxyquinaldine. 1H NMR (500 MHz, CDCl3) δ ppm 7.99 (m, 2H), 7.33 (m, 3H), 7.22 (m, 2H), 7.14 (m, 2H), 7.08 (m, 1H), 4.69 (m, 1H), 4.23 (m, 2H), 1.88 (m, 4H), 1.46 (d, 3H); MS (DCI/NH3) m/z 389 [M+H]+.

Sources & evidence

ORD record
ord-45505bd204ea4892b50d58ce7f72bf3a
Source dataset
uspto-grants-2006_01
Patent number
US06989392B2

Reaction notes

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