Sodium Carbonate → 2-methoxy-6[(N-2-nitrophenyl)-amino]-8-methylquinoline

HRID 1198942Notes

Reaction equation

HRID 1198942 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[C:6]([CH3:14])[CH:7]=[C:8]([NH2:13])[CH:9]=2)[N:4]=1.F[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[N+:22]([O-:24])=[O:23].C(=O)([O-])[O-].[Na+].[Na+]>>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[C:6]([CH3:14])[CH:7]=[C:8]([NH:13][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[N+:22]([O-:24])=[O:23])[CH:9]=2)[N:4]=1

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 738951-Fluoro-2-nitrobenzeneHCID 198670716-Amino-2-methoxy-8-methylquinoline

Product 1

HCID 198677162-methoxy-6[(N-2-nitrophenyl)-amino]-8-methylquinoline

Procedure

This compound, m.p. 185°, was prepared similarly to Preparation 20 using 2-methoxy-6-amino-8-methylquinoline, 1-fluoro-2-nitrobenzene, and sodium carbonate as starting materials. The product was characterised spectroscopically and used directly in Preparation 17 without further purification.

Workup

  1. customused directly in Preparation 17 without further purification

Sources & evidence

ORD record
ord-39a85318e462431ca299a15576a8cc13
Source dataset
uspto-grants-1990_02
Patent number
US04898872

Reaction notes

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