Acetic Acid → HCID 178475911, compound

HRID 648469Notes

Reaction equation

HRID 648469 reaction equation
[CH:1]([CH:4]1[C:8]2=[N:9][C:10]3[C:11]([C:18]([F:21])([F:20])[F:19])=[CH:12][CH:13]=[CH:14][C:15]=3[C:16]([OH:17])=[C:7]2[C:6](=[N:22][C:23]2[S:24][CH:25]=[CH:26][N:27]=2)[O:5]1)([CH3:3])[CH3:2].O.[C:29]([OH:32])(=[O:31])[CH3:30]>>[C:29]([O:32][CH:4]([C:8]1[C:7]([C:6]([NH:22][C:23]2[S:24][CH:25]=[CH:26][N:27]=2)=[O:5])=[C:16]([OH:17])[C:15]2[C:10](=[C:11]([C:18]([F:19])([F:20])[F:21])[CH:12]=[CH:13][CH:14]=2)[N:9]=1)[CH:1]([CH3:3])[CH3:2])(=[O:31])[CH3:30]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 962WaterHCID 178440489HCID 178440489, compound

Product 1

HCID 178475911HCID 178475911, compound

Procedure

10 g of product of Step B in 200 ml of acetic acid were refluxed for 57 hours and the solution was allowed to return to ambient temperature. Then, 200 ml of water were added followed by filtration. The orange product was washed with water and then was dissolved in a mixture of 250 ml of ethyl acetate and 500 ml of tetrahydrofuran. The mixture was dried and 1 g of active carbon was added. After filtering and concentrating to dryness under reduced pressure, 8.3 g of residue were obtained which was crystallized from 240 ml of ethyl acetate. The crystals were filtered hot, cooled, separated, dried under reduced pressure at 40° C. for 16 hours. 5.3 g of expected product were obtained, melting at 242° C.

Workup

  1. customto return to ambient temperature
  2. filtrationfollowed by filtration
  3. washThe orange product was washed with water
  4. dissolutionwas dissolved in a mixture of 250 ml of ethyl acetate and 500 ml of tetrahydrofuran
  5. customThe mixture was dried
  6. addition1 g of active carbon was added
  7. filtrationAfter filtering
  8. concentrationconcentrating to dryness under reduced pressure

Sources & evidence

ORD record
ord-426545ec12494810a9239b6365278315
Source dataset
uspto-grants-1988_04
Patent number
US04735951

Reaction notes

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