Imidazole → HCID 54462525, compound

HRID 618649Notes

Reaction equation

HRID 618649 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:13][CH2:14]Cl)[C:8](=[O:16])[C:7](=[O:17])[NH:6]2.[NH:20]1[CH:24]=[CH:23][N:22]=[CH:21]1>>[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]([CH2:13][CH2:14][C:21]1[NH:20][CH:24]=[CH:23][N:22]=1)[C:8](=[O:16])[C:7](=[O:17])[NH:6]2

Participants

3

Reactant 2

HCID 795ImidazoleHCID 54154081HCID 54154081, compound

Product 1

HCID 54462525HCID 54462525, compound

Procedure

392 mg (1 mmol) of 2-[(6 trifluoromethylquinoxaline-2,3-dion-1-yl)ethyl chloride is heated with 150 mg (2.2 mmol) of imidazole for 3 hours to 150° C. bath temperature. The organic phase is concentrated by evaporation with dispersion in 10 ml of ethyl acetate and 10 ml of water, and the residue is chromatographed on silica gel with methanol:butanol:water:ammonia=75:25:17:3 as eluant. 54 mg (17% of theory) of 2-[(6 trifluoromethylquinoxaline-2,3-dion-1-yl)ethylimidazole of melting point>250° C. is obtained.

Workup

  1. concentrationThe organic phase is concentrated by evaporation with dispersion in 10 ml of ethyl acetate
  2. custom10 ml of water, and the residue is chromatographed on silica gel with methanol

Sources & evidence

ORD record
ord-f2ba79a2a9ff45758f96670288a1657b
Source dataset
uspto-grants-1999_09
Patent number
US05955461

Reaction notes

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