Acetic Acid → HCID 54506766, compound

HRID 261020Notes

Reaction equation

HRID 261020 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][N:9]=[CH:10][C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)=[CH:4][CH:3]=1.[CH:16](O)=[O:17].C(O)(=O)C.C(OC(=O)C)(=O)C>COCCOC>[CH:16]([N:8]([C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=1)[N:9]=[CH:10][C:11]1[S:12][CH:13]=[CH:14][CH:15]=1)=[O:17]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 284Formic Acid2×HCID 7918Acetic AnhydrideHCID 3592891HCID 3592891, compound

Product 1

HCID 54506766HCID 54506766, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

5.29 g of 1 was dissolved in 25 ml of 1,2-dimethoxyethane. The solution was treated with 5.4 g of the mixed anhydrides of formic acid and acetic acid, prepared by mixing the appropriate amounts of formic acid and acetic anhydride, and distilling the product. The resulting mixture was held overnight at room temperature. The solvent was evaporated and the residue was extracted with chloroform. The extract was washed with sodium bicarbonate solution, dried and the solvent evaporated. The residue was treated with charcoal in hexane; the mixture was filtered and the filtrate let stand. 2 crystallized out, mp 103°-105° C.

Workup

  1. customprepared
  2. distillationdistilling the product
  3. customThe solvent was evaporated
  4. extractionthe residue was extracted with chloroform
  5. washThe extract was washed with sodium bicarbonate solution
  6. customdried
  7. customthe solvent evaporated
  8. additionThe residue was treated with charcoal in hexane
  9. filtrationthe mixture was filtered
  10. custom2 crystallized out

Sources & evidence

ORD record
ord-08f370f180724a389a8b6160e8c9d35c
Source dataset
uspto-grants-1979_08
Patent number
US04163793

Reaction notes

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