Acetic Acid → HCID 86667511, compound

HRID 455302Notes

Reaction equation

HRID 455302 reaction equation
C(C[CH2:4][CH2:5][CH2:6][S:7]([NH:10][CH3:11])(=[O:9])=[O:8])#N.Cl.[C:13]([OH:16])(=[O:15])[CH3:14]>>[CH3:11][NH:10][S:7]([CH2:6][CH2:5][CH2:4][CH2:14][C:13]([OH:16])=[O:15])(=[O:9])=[O:8]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 313Hydrochloric AcidHCID 71699857HCID 71699857, compound

Product 1

HCID 86667511HCID 86667511, compoundYield 58%

Procedure

A mixture of 4-cyano-N-methylbutane-1-sulfonamide (Example 9; 100 mmol), acetic acid (100 ml) and concentrated hydrochloric acid (100 ml) was refluxed for 5 hours and then concentrated in vacuo. The residue was taken on THF and then filtered off. The filtrate was concentrated and the residue was washed with dichloromethane to give the pure product (11 g; 58% yield).

Workup

  1. temperaturewas refluxed for 5 hours
  2. concentrationconcentrated in vacuo
  3. filtrationfiltered off
  4. concentrationThe filtrate was concentrated
  5. washthe residue was washed with dichloromethane
  6. customto give the pure product (11 g; 58% yield)

Sources & evidence

ORD record
ord-ac650c034158479db854afe9f83e459b
Source dataset
uspto-grants-2013_07
Patent number
US08497270B2

Reaction notes

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