Acetic Anhydride → 2-{2-[Acetyl(phenyl)amino]ethenyl}-3-methyl-1,3-benzoxazol-3-ium iodide

HRID 2308932Notes

Reaction equation

HRID 2308932 reaction equation
[I-:1].[CH3:2][C:3]1[O:4][C:5]2[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=2[N+:7]=1[CH3:8].[C:13]1([NH:19][CH:20]=NC2C=CC=CC=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(O[C:32](=[O:34])[CH3:33])(=O)C>CC(C)=O>[I-:1].[CH3:8][N+:7]1[C:6]2[CH:9]=[CH:10][CH:11]=[CH:12][C:5]=2[O:4][C:3]=1[CH:2]=[CH:20][N:19]([C:32](=[O:34])[CH3:33])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 94888N,N'-DiphenylformamidineHCID 123493952,3-Dimethyl-1,3-benzoxazol-3-ium iodide

Product 1

HCID 704430262-{2-[Acetyl(phenyl)amino]ethenyl}-3-methyl-1,3-benzoxazol-3-ium iodide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 27.7 g (0.1 mole) of 2,3-dimethylbenzoxazolium iodide, 21.6 g (0.11 mole) of N,N'-diphenylformamidine, and 100 ml of acetic anhydride was made and was then refluxed. After cooling the mixture refluxed, 300 ml of acetone were added and were then filtrated to take crystals. The resulted crystals were washed with acetone, so that the objective matter was obtained. The yield thereof was 26.0 g (62%).

Workup

  1. temperaturewas then refluxed
  2. temperatureAfter cooling the mixture
  3. temperaturerefluxed
  4. filtrationwere then filtrated
  5. washThe resulted crystals were washed with acetone, so that the objective matter
  6. customwas obtained
  7. customThe yield

Sources & evidence

ORD record
ord-4d821e7807d74d5f9819b3c60f9409fa
Source dataset
uspto-grants-1987_09
Patent number
US04692393

Reaction notes

Loading…