3-(Methylthio)propylamine → (3-Methylsulfanylpropyl)-(3-nitro-7-phenylquinolin-4-yl)amine

HRID 9363Notes

Reaction equation

HRID 9363 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[N+:18]([O-:20])=[O:19].[CH3:21][S:22][CH2:23][CH2:24][CH2:25][NH2:26]>>[CH3:21][S:22][CH2:23][CH2:24][CH2:25][NH:26][C:2]1[C:11]2[C:6](=[CH:7][C:8]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:9][CH:10]=2)[N:5]=[CH:4][C:3]=1[N+:18]([O-:20])=[O:19]

Participants

3

Reactant 2

HCID 777433-(Methylthio)propylamineHCID 219843354-Chloro-3-nitro-7-phenylquinoline

Product 1

HCID 21984176(3-Methylsulfanylpropyl)-(3-nitro-7-phenylquinolin-4-yl)amineYield 93.3%

Procedure

4—Chloro-3-nitro-7-phenylquinoline (5.3 g, 18.8 mmol) and 3-methylsulfanyl-propylamine (2.17 g, 20.6 mmol) were combined and treated according to the general procedure described in Part E of Example 1. Recrystallization from isopropanol afforded 6.2 g of (3-methylsulfanylpropyl)-(3-nitro-7-phenylquinolin-4-yl)amine as gold plates.

Workup

  1. additiontreated
  2. customRecrystallization from isopropanol

Sources & evidence

ORD record
ord-8075df8866694ec781accd5f264a85a4
Source dataset
uspto-grants-2006_08
Patent number
US07091214B2

Reaction notes

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