Acetonitrile → HCID 69782454, compound

HRID 479083Notes

Reaction equation

HRID 479083 reaction equation
C(#N)C.[CH:4]1([C:7](=[O:25])[CH:8](C(OCC)=O)[C:9]([C:11]2[S:15][C:14]([CH3:16])=[C:13]([O:17][CH3:18])[C:12]=2[F:19])=[O:10])[CH2:6][CH2:5]1>O>[CH:4]1([C:7](=[O:25])[CH2:8][C:9]([C:11]2[S:15][C:14]([CH3:16])=[C:13]([O:17][CH3:18])[C:12]=2[F:19])=[O:10])[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 69781900HCID 69781900, compound

Product 1

HCID 69782454HCID 69782454, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The above compound was also prepared in a similar manner, but using acetonitrile without addition of water, from 3-cyclopropyl-2-ethoxycarbonyl-1-(4-fluoro-3-methoxy-2-methylthiophenyl)propane-1,3-dione. In this experiment the reaction mixture was heated for 20 hours at reflux, resulting in a clean conversion to the title compound (as shown by nmr), but after this time 60% of the starting ethyl ester still remained.

Workup

  1. customThe above compound was also prepared in a similar manner
  2. temperatureIn this experiment the reaction mixture was heated for 20 hours
  3. temperatureat reflux

Sources & evidence

ORD record
ord-1c407b2574f049aabbe2480cecc8ce0d
Source dataset
uspto-grants-2003_11
Patent number
US06642418B1

Reaction notes

Loading…