Quinoline → 4-[N-(6,8-dichloro-2-quinolinyl)-N-methylamino]-phenol

HRID 326049Notes

Reaction equation

HRID 326049 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([Cl:13])[CH:6]=[C:7]([Cl:12])[CH:8]=2)[N:3]=1.S([O:18][C:19]1[CH:24]=[CH:23][C:22]([NH:25][CH3:26])=[CH:21][CH:20]=1)(O)(=O)=O.N1C2C(=CC=CC=2)C=CC=1>>[Cl:12][C:7]1[CH:8]=[C:9]2[C:4](=[C:5]([Cl:13])[CH:6]=1)[N:3]=[C:2]([N:25]([C:22]1[CH:23]=[CH:24][C:19]([OH:18])=[CH:20][CH:21]=1)[CH3:26])[CH:11]=[CH:10]2

Participants

4

Reactant 3

HCID 7047QuinolineHCID 10198132p-(N-methylamino)phenol sulfateHCID 204619442,6,8-Trichloroquinoline

Product 1

HCID 204619344-[N-(6,8-dichloro-2-quinolinyl)-N-methylamino]-phenol

Procedure

4-[N-(6,8-dichloro-2-quinolinyl)-N-methylamino]-phenol was prepared from 2,6,8-trichloroquinoline and 4-(N-methylamino)phenol sulfate following essentially the same procedure as that described in Example 19, Part a). Proton magnetic resonance spectrum (CDCl3 ; δ in ppm): 8.0-6.6 and 7.1 (9H, m, and d of d, quinoline, OH and phenyl protons; 3.6 (3H, s, N--CH3).

Sources & evidence

ORD record
ord-ab07c0e45df94df19a082206e0129f76
Source dataset
uspto-grants-1984_04
Patent number
US04444584

Reaction notes

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