Trifluoroacetic acid → HCID 14625415, compound

HRID 1638893Notes

Reaction equation

HRID 1638893 reaction equation
CC([NH:5][S:6]([C:9]1[CH:20]=[CH:19][CH:18]=[CH:17][C:10]=1[C:11]([O:13][CH2:14][CH2:15][I:16])=[O:12])(=[O:8])=[O:7])(C)C.FC(F)(F)C(O)=O>>[NH2:5][S:6]([C:9]1[CH:20]=[CH:19][CH:18]=[CH:17][C:10]=1[C:11]([O:13][CH2:14][CH2:15][I:16])=[O:12])(=[O:8])=[O:7]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 14625413HCID 14625413, compound

Product 1

HCID 14625415HCID 14625415, compoundYield 75.3%

Procedure

The product from Example 1 (1 g) was added to 8 mL of trifluoroacetic acid, and the clear solution was stirred at room temperature for 4-5 hours. Removal of the volatiles in vacuo afforded an orange oil, which was subjected to silica gel chromatography. Elution with 4:1 hexane/ethyl acetate gave 650 mg of the title sulfonamide as a white powder, m.p. 76°-79° C.; IR (nujol): 1720, 1730, 3290, 3400 cm-1.

Workup

  1. customRemoval of the volatiles in vacuo
  2. customafforded an orange oil, which
  3. washElution with 4:1 hexane/ethyl acetate

Sources & evidence

ORD record
ord-a18507452bcf487aa96c205e3b22d7b4
Source dataset
uspto-grants-1989_11
Patent number
US04881968

Reaction notes

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