Dimethyl Sulfoxide → HCID 14373261, compound

HRID 326267Notes

Reaction equation

HRID 326267 reaction equation
Cl.Cl[CH:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[CH2:9][CH2:8]2)[CH3:4].C(#N)C.CS(C)=O.[NH:23]1[CH:27]=[CH:26][N:25]=[CH:24]1>O>[N:23]1([CH:3]([C:5]2[CH:6]=[C:7]3[C:12](=[CH:13][CH:14]=2)[NH:11][C:10](=[O:15])[CH2:9][CH2:8]3)[CH3:4])[CH:27]=[CH:26][N:25]=[CH:24]1

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 795ImidazoleHCID 6342AcetonitrileHCID 19967107HCID 19967107, compound

Product 1

HCID 14373261HCID 14373261, compoundYield 53.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2.3 parts of 6-(1-chloroethyl)-3,4-dihydro-2 (1H)-quinolinone hydrochloride, 24 parts of acetonitrile, 7.7 parts of dimethyl sulfoxide and 3.8 parts of 1H-imidazole was stirred overnight at 60°-70° C. The reaction mixture was poured into water, extracted and further purified according similar procedures as described in example 12, yielding 1.2 parts (53.5%) of 3,4-dihydro-6-[1-(1H-imidazol-1-yl)ethyl]-2(1H)-quinolinone; mp. 184.8° C. (compound 21).

Workup

  1. extractionextracted
  2. customfurther purified

Sources & evidence

ORD record
ord-b62b12111462429a8e7e771ed60d56bb
Source dataset
uspto-grants-1993_12
Patent number
US05268380

Reaction notes

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