Ammonia → 5-(Cyclohexanecarbonyl)-1-methyl-1H-pyrrole-2-sulfonamide

HRID 1844737Notes

Reaction equation

HRID 1844737 reaction equation
[CH:1]1([C:7]([C:9]2[N:13]([CH3:14])[C:12]([S:15](Cl)(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH3:19].Cl>C(Cl)Cl>[CH:1]1([C:7]([C:9]2[N:13]([CH3:14])[C:12]([S:15]([NH2:19])(=[O:17])=[O:16])=[CH:11][CH:10]=2)=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 823751515-(Cyclohexanecarbonyl)-1-methyl-1H-pyrrole-2-sulfonyl chloride

Product 1

HCID 708743255-(Cyclohexanecarbonyl)-1-methyl-1H-pyrrole-2-sulfonamideYield 69%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Through a solution of compound 25c (1.7 g, 5.88 mmol) in DCM (120 mL) was bubbled NH3 for 30 min at 0° C. with stirring and then was added HCl to adjusted pH to 4-5 and extracted with DCM. The combined organic layers were washed with brine, dried over Na2SO4, filtered and evaporated to give compound 25d (1.1 g, 69%) as a crude solid.

Workup

  1. extractionextracted with DCM
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-df1a38459b22469480e462ef5e99bccb
Source dataset
uspto-grants-2015_02
Patent number
US08946446B2

Reaction notes

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