Trifluoroacetic anhydride → HCID 54358424, compound

HRID 1199471Notes

Reaction equation

HRID 1199471 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]2[S:10][CH:11]=[CH:12][C:13]=2[S:14](C)=O)[CH:4]=1.FC(F)(F)[C:19]([O:21][C:22](=O)[C:23](F)(F)F)=O>ClCCl>[CH3:19][O:21][C:22]1[CH:23]=[CH:7][N:6]=[C:5]([C:9]2[S:10][CH:11]=[CH:12][C:13]=2[S:14][S:14][C:13]2[CH:12]=[CH:11][S:10][C:9]=2[C:5]2[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][N:6]=2)[CH:4]=1

Participants

4

Reactant 2

HCID 9845Trifluoroacetic anhydrideHCID 19866663HCID 19866663, compound

Product 1

HCID 54358424HCID 54358424, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product of step (d) above (1.61 g) and trifluoroacetic anhydride (1.79 ml) were heated under reflux in dichloromethane (50 ml) producing a copious white precipitate during 1.5 hour. The solvent was evaporated off and the residue was heated under reflux with methanol (10 ml) and triethylamine (10 ml) for 0.5 hour. Evaporation to dryness in vacuo, aqueous work-up, extraction in ethyl acetate and chromatography gave the sub-title compound as a gum. MS (FAB) 445 (M+1), (5%), 222 (100%).

Workup

  1. customproducing a copious white precipitate during 1.5 hour
  2. customThe solvent was evaporated off
  3. temperaturethe residue was heated
  4. temperatureunder reflux with methanol (10 ml) and triethylamine (10 ml) for 0.5 hour
  5. customEvaporation to dryness
  6. extractionin vacuo, aqueous work-up, extraction in ethyl acetate

Sources & evidence

ORD record
ord-b7a69f26b2d6448dab303956eb31e536
Source dataset
uspto-grants-1990_02
Patent number
US04900751

Reaction notes

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