Chlorosuccinimide → HCID 20141774, compound

HRID 649548Notes

Reaction equation

HRID 649548 reaction equation
[CH3:1][C:2]1[N:3]([C:7]2[CH:8]=[C:9]3[C:14](=[C:15]([CH3:17])[CH:16]=2)[NH:13][C:12](=[O:18])[CH:11]=[CH:10]3)[CH:4]=[CH:5][N:6]=1.[Cl:19]N1C(=O)CCC1=O>ClCCl>[Cl:19][C:4]1[N:3]([C:7]2[CH:8]=[C:9]3[C:14](=[C:15]([CH3:17])[CH:16]=2)[NH:13][C:12](=[O:18])[CH:11]=[CH:10]3)[C:2]([CH3:1])=[N:6][CH:5]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 144503008-Methyl-6-(2-methyl-1H-imidazol-1-yl)quinolin-2(1H)-one

Product 1

HCID 20141774HCID 20141774, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 6-(2-methylimidazol-1-yl)-8-methyl-2-(1H)-quinolone (0.24 g) and N-chlorosuccinimide (0.14 g) in dichloromethane (10 cm3) was stirred at room temperature for 2 hours. The mixture was then chromatographed directly on silica (Merck "MK 60.9385" [Trade Mark]) eluting with methanol:dichloromethane, 1:20 by volume. Combination and evaporation of the appropriate fractions afforded the title compound, m.p. 258°-61°, (0.18 g).

Workup

  1. customThe mixture was then chromatographed directly on silica (Merck "MK 60.9385" [Trade Mark])
  2. washeluting with methanol
  3. customCombination and evaporation of the appropriate fractions

Sources & evidence

ORD record
ord-65d431df001c47e1bb02711f3aea0093
Source dataset
uspto-grants-1988_04
Patent number
US04740513

Reaction notes

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