Ammonia → pyridine-3-sulfonamide

HRID 2077507Notes

Reaction equation

HRID 2077507 reaction equation
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8](Cl)(=[O:10])=[O:9])[CH:3]=1.[NH3:12]>C(Cl)Cl>[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8]([NH2:12])(=[O:10])=[O:9])[CH:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 12571517Pyridine-3-sulfonyl chloride hydrochloride

Product 1

HCID 232710pyridine-3-sulfonamideYield 99.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Pyridine-3-sulfonyl chloride HCl (647.2 mg, 3.023 mmol) was suspended in DCM (9.0 mL) and NH3 (5 mL, 7N in MeOH, 35 mmol) was added. The reaction was stirred at RT under nitrogen for 50 minutes and then filtered, and the solid was washed with DCM. The filtrate was concentrated and dried under high vacuum to provide pyridine-3-sulfonamide (477 mg, 91% yield). MS (ESI pos. ion) m/z: 159 (MH+). Calculated exact mass for C5H6N2O2S: 158.

Workup

  1. filtrationfiltered
  2. washthe solid was washed with DCM
  3. concentrationThe filtrate was concentrated
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-c2c5915011a94d4e94f2a8731fd77233
Source dataset
uspto-grants-2011_04
Patent number
US07928140B2

Reaction notes

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