Chlorosulfonic acid → 5-(Cyclohexanecarbonyl)-1-methyl-1H-pyrrole-2-sulfonyl chloride

HRID 1844736Notes

Reaction equation

HRID 1844736 reaction equation
[CH:1]1([C:7]([C:9]2[N:10]([CH3:14])[CH:11]=[CH:12][CH:13]=2)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:15][S:16](O)(=[O:18])=[O:17]>>[CH:1]1([C:7]([C:9]2[N:10]([CH3:14])[C:11]([S:16]([Cl:15])(=[O:18])=[O:17])=[CH:12][CH:13]=2)=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 14043405Cyclohexyl(1-methyl-1H-pyrrol-2-yl)methanone

Product 1

HCID 823751515-(Cyclohexanecarbonyl)-1-methyl-1H-pyrrole-2-sulfonyl chlorideYield 80%

Conditions

Temperature
60 °C

Procedure

To a solution of compound 25b (1.0 g, 5.2 mmol) was added portionwise chlorosulfonic acid (5 mL, 75 mmol) at 0° C., heated to 60° C. for 2 h, poured carefully into ice-water and extracted with CHCl3. The organic phase was dried (MgSO4), evaporated and purified by CC to give compound 25c (1.2 g, 80%).

Workup

  1. extractionextracted with CHCl3
  2. dry with materialThe organic phase was dried (MgSO4)
  3. customevaporated
  4. custompurified by CC

Sources & evidence

ORD record
ord-e63c9eadc5244481ae63e8b3dca8fb7a
Source dataset
uspto-grants-2015_02
Patent number
US08946446B2

Reaction notes

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