CID 19593658 → HCID 22662722, compound

HRID 392036Notes

Reaction equation

HRID 392036 reaction equation
[CH3:1][NH:2][S:3]([C:6]1[C:7]2[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[C:8]=2[S:9][CH:10]=1)(=[O:5])=[O:4].O1CC[CH2:19]OO1>CS(O)(=O)=O.FC(F)(F)C(O)=O>[Cl:15][C:11]1[C:8]2=[C:7]3[C:14]([CH2:1][N:2]([CH3:19])[S:3](=[O:4])(=[O:5])[C:6]3=[CH:10][S:9]2)=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 19593658CID 19593658HCID 22662730HCID 22662730, compound

Product 1

HCID 22662722HCID 22662722, compound

Reagents, catalysts & solvents 2

HCID 6395Methanesulfonic AcidSolventHCID 6422Trifluoroacetic acidSolvent

Conditions

Temperature
35 °C

Procedure

0.2 g of 7-chloro-benzo[b]thiophene-3-sulphonic acid-methylamide are dissolved in 3 ml of methanesulphonic acid at 35° C. and combined with a solution of 0.03 g of trioxane in 0.9 ml trifluoroacetic acid. After 2 h stirring at 35° C. the reaction mixture is poured onto 100 ml of ice water and the aqueous phase is extracted with ethyl acetate. The combined organic extracts are dried with Na2SO4, evaporated down in vacuo and then purified by chromatography. Yield: 0.06 g. M.p.: 146° C.

Workup

  1. extractionthe aqueous phase is extracted with ethyl acetate
  2. dry with materialThe combined organic extracts are dried with Na2SO4
  3. customevaporated down in vacuo
  4. custompurified by chromatography

Sources & evidence

ORD record
ord-784b35a14c36451c90e0f76d2ea8e665
Source dataset
uspto-grants-2004_10
Patent number
US06800623B2

Reaction notes

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