4-Nitrobenzenesulfonyl chloride → HCID 86656448, compound

HRID 1028046Notes

Reaction equation

HRID 1028046 reaction equation
[NH2:1][C:2]1[C:3]([C:9](=[O:11])[CH3:10])=[CH:4][C:5]([Cl:8])=[N:6][CH:7]=1.[N+:12]([C:15]1[CH:20]=[CH:19][C:18]([S:21](Cl)(=[O:23])=[O:22])=[CH:17][CH:16]=1)([O-:14])=[O:13]>N1C=CC=CC=1>[C:9]([C:3]1[CH:4]=[C:5]([Cl:8])[N:6]=[CH:7][C:2]=1[N:1]([S:21]([C:18]1[CH:17]=[CH:16][C:15]([N+:12]([O-:14])=[O:13])=[CH:20][CH:19]=1)(=[O:22])=[O:23])[S:21]([C:18]1[CH:19]=[CH:20][C:15]([N+:12]([O-:14])=[O:13])=[CH:16][CH:17]=1)(=[O:23])=[O:22])(=[O:11])[CH3:10]

Participants

4

Reactant 2

HCID 74044-Nitrobenzenesulfonyl chlorideHCID 583875841-(5-Amino-2-chloro-4-pyridinyl)ethanone

Product 1

HCID 86656448HCID 86656448, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of 1-(5-amino-2-chloropyridin-4-yl)ethanone (1.0 equiv.) in pyridine (0.26 M) was added 4-nitrophenylsulfonylchloride (3.0 equiv.). The resulting amber solution was stirred at rt for 18 hours, at which time it was poured onto ice. The resulting solid was filtered, rinsed with H2O and pumped on yielding N-(4-acetyl-6-chloropyridin-3-yl)-4-nitro-N-(4-nitrophenylsulfonyl)benzenesulfonamide (88%). LC Rt=4.77 min.

Workup

  1. additionwas poured onto ice
  2. filtrationThe resulting solid was filtered
  3. washrinsed with H2O

Sources & evidence

ORD record
ord-f61101a8bde94b89af757d2e116d8013
Source dataset
uspto-grants-2014_05
Patent number
US08735424B2

Reaction notes

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