Ammonia → HCID 11740454, compound

HRID 1611685Notes

Reaction equation

[CH3:1][C:2]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([OH:11])=[CH:9][CH:10]=1)=[O:3].[OH:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:22]=1[N:21]=[C:20](C)[CH:19]=[CH:18]2.[NH3:24]>>[NH2:24][C:20]1[CH:19]=[CH:18][C:17]2[C:22](=[C:13]([O:12][CH:10]([CH3:9])[CH2:5][CH2:6][CH2:7][O:11][C:8]3[CH:9]=[CH:10][C:5]([NH:4][C:2](=[O:3])[CH3:1])=[CH:6][CH:7]=3)[CH:14]=[CH:15][CH:16]=2)[N:21]=1

Participants

Reactant 3

HCID 222Ammonia

HCID 1983Acetaminophen

HCID 132242-Methyl-8-hydroxyquinoline

Product 1

HCID 11740454HCID 11740454, compound

Procedure

The title compound was prepared according to the procedure described in Example 86 substituting acetaminophen for 8-hydroxyquinaldine. 1H NMR (500 MHz, CDCl3) δ ppm 7.90 (d, 1H), 7.29 (t, 1H), 7.20 (m, 3H), 7.11 (m, 1H), 6.95 (d, 1H), 6.61 (m, 2H), 4.70 (m, 1H), 4.05 (m, 1H), 3.91 (m, 1H), 2.14 (s, 3H), 2.08 (m, 1H), 1.95 (m, 3H), 1.48 (d, 3H); MS (DCI/NH3) m/z 380 [M+H]+.

Sources & evidence

ORD record: ord-5722a01e66ca4444aa650cbe4e681b2d
Source dataset: uspto-grants-2006_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06989392B2

Reaction notes

Loading…