Benzenesulfonyl chloride → HCID 12018685, compound

HRID 1860518Notes

Reaction equation

HRID 1860518 reaction equation
[C:1]1([CH3:20])[CH:6]=[CH:5][C:4]([N:7]2[C:11]([NH2:12])=[CH:10][C:9]([C:13]3[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=3)=[N:8]2)=[CH:3][CH:2]=1.C(N([CH2:26][CH3:27])CC)C.[C:28]1([S:34](Cl)(=[O:36])=[O:35])[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>C(Cl)Cl>[NH2:12][C:11]1[N:7]([C:4]2[CH:3]=[CH:2][C:1]([CH3:20])=[CH:6][CH:5]=2)[N:8]=[C:9]([C:13]2[CH:18]=[CH:17][C:16]([N:19]([S:34]([C:27]3[CH:26]=[CH:30][CH:29]=[CH:28][CH:33]=3)(=[O:36])=[O:35])[S:34]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)(=[O:36])=[O:35])=[CH:15][CH:14]=2)[CH:10]=1

Participants

5

Reactant 3

HCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 786192HCID 786192, compound

Product 1

HCID 12018685HCID 12018685, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(4-tolyl)-3-(4-aminophenyl)-5-aminopyrazole (0.1 g, 0.4 mmol) in CH2Cl2 (5 mL) at room temperature was added triethylamine (0.16 mL, 1.2 mmol) and benzenesulfonyl chloride (0.11 mL, 0.82 mmol). The resultant mixture was stirred at room temperature overnight. The solvent was evaporated and the residue purified by prep TLC eluting with 2:1 hexanes/EtOAc to yield N-[4-[5-amino-1(4-methylphenyl)-1H-pyrazol-3-yl]phenyl]-N-(phenylsulfonyl)-benzenesulfonamide as a solid.

Workup

  1. customThe solvent was evaporated
  2. customthe residue purified by prep TLC
  3. washeluting with 2:1 hexanes/EtOAc

Sources & evidence

ORD record
ord-6d05c43c20f94048a4fdf81d50ae0e74
Source dataset
uspto-grants-2003_03
Patent number
US06531478B2

Reaction notes

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