Chloroform → 4-chloro-1-isobutyl-1H-imidazo[4,5-c]quinoline

HRID 1901954Notes

Reaction equation

HRID 1901954 reaction equation
[Cl:1][C:2]1[C:11]([NH2:12])=[C:10]([NH:13][CH2:14][CH:15]([CH3:17])[CH3:16])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH:18](Cl)(Cl)Cl>C(OC(OCC)OCC)C>[Cl:1][C:2]1[C:11]2[N:12]=[CH:18][N:13]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1

Participants

4

Reactant 2

HCID 6212ChloroformHCID 117470392-Chloro-N~4~-(2-methylpropyl)quinoline-3,4-diamine

Product 1

HCID 3839614-chloro-1-isobutyl-1H-imidazo[4,5-c]quinoline

Reagents, catalysts & solvents 1

HCID 31214Ethyl orthoformateSolvent

Procedure

A solution of 2-chloro-N4 -(2-methylpropyl)-3,4-quinolinediamine (3 g) in triethylorthoformate (2.8 g) was heated at 80° C. for 15 h. The resulting solution was cooled to ambient temperature and 20 mL of chloroform was added. The solution was washed with water. The product 4-chloro-1-(2-methylpropyl)-1H-imidazo [4,5-c]-quinoline was obtained by concentrating the solution.

Workup

  1. washThe solution was washed with water

Sources & evidence

ORD record
ord-0c12bb2fca024e8bbb07e91e3934c0fb
Source dataset
uspto-grants-1996_11
Patent number
US05578727

Reaction notes

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