Trifluoroacetic anhydride → HCID 20084385, compound

HRID 1609274Notes

Reaction equation

HRID 1609274 reaction equation
[CH2:1]([O:8][C:9]1[CH:33]=[CH:32][C:12]([C:13]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[S:22][C:23]2[CH:31]=[CH:30][CH:29]=[CH:28][C:24]=2[C:25]([NH2:27])=O)=[O:14])=[CH:11][CH:10]=1)/[CH:2]=[CH:3]/[CH2:4][CH2:5][CH2:6][CH3:7].FC(F)(F)C(OC(=O)C(F)(F)F)=O>N1C=CC=CC=1.O1CCOCC1>[C:25]([C:24]1[CH:28]=[CH:29][CH:30]=[CH:31][C:23]=1[S:22][C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[NH:15][C:13](=[O:14])[C:12]1[CH:11]=[CH:10][C:9]([O:8][CH2:1]/[CH:2]=[CH:3]/[CH2:4][CH2:5][CH2:6][CH3:7])=[CH:33][CH:32]=1)#[N:27]

Participants

5

Reactant 2

HCID 9845Trifluoroacetic anhydrideHCID 20084454HCID 20084454, compound

Product 1

HCID 20084385HCID 20084385, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 312751,4-DioxaneSolvent

Procedure

In a mixture of 5 ml of pyridine and 50 ml of dioxane was suspended 2.5 g of (E)-2-[2-[4-(2-heptenyloxy)benzoylamino]phenylthio]benzamide followed by dropwise addition of 2.2 g of trifluoroacetic anhydride with ice-cooling and stirring.. After completion of dropwise addition, the mixture was stirred at room temperature for an additional 3 hours. Then, ice-water was added and the crystals separated out therefrom were collected by filtration, washed with water and dried to give 2.4 g of the title compound as white crystals.

Workup

  1. temperaturecooling
  2. additionAfter completion of dropwise addition
  3. stirringthe mixture was stirred at room temperature for an additional 3 hours
  4. customthe crystals separated out
  5. filtrationtherefrom were collected by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-682036f6a3494df1a1b6f0c808dd82d2
Source dataset
uspto-grants-1995_03
Patent number
US05399703

Reaction notes

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