Benzenesulfonyl chloride, 2,4-dichloro- → HCID 2805705, compound

HRID 1634288Notes

Reaction equation

HRID 1634288 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[S:9](Cl)(=[O:11])=[O:10].[CH3:13][N:14]1[C:18]([OH:19])=[CH:17][C:16]([C:20]([F:23])([F:22])[F:21])=[N:15]1>N1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[S:9]([O:19][C:18]1[N:14]([CH3:13])[N:15]=[C:16]([C:20]([F:21])([F:22])[F:23])[CH:17]=1)(=[O:11])=[O:10]

Participants

4

Reactant 2

HCID 204419Benzenesulfonyl chloride, 2,4-dichloro-HCID 178481859HCID 178481859, compound

Product 1

HCID 2805705HCID 2805705, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2,4-Dichlorobenzenesulfonyl chloride (245 mg, 1.0 mmol) was added in portions to an ice-cold solution of 1-methyl-3-(trifluoromethyl)pyrazol-5-ol (166 mg, 1.0 mmol) in anhydrous pyridine (5 mL). The resulting solution was stirred at room temperature overnight, and poured onto ice-water. The mixture obtained is stirred for 1 h, and the precipitate formed filtered, yielding 244 mg (65% yield) of the desired product. NMR (δ, CDCl3): 8.0 (1H, d, J=8.5 Hz); 7.65 (1H, d, J=2.1 Hz); 7.4 (1H, dd, J=8.5; 2.1 Hz); 6.1 (1H, s); 3.9 (s, 3H).

Workup

  1. additionpoured onto ice-water
  2. customThe mixture obtained
  3. stirringis stirred for 1 h
  4. customthe precipitate formed
  5. filtrationfiltered

Sources & evidence

ORD record
ord-da9156ea98f0455898d6c95a759447b4
Source dataset
uspto-grants-2003_01
Patent number
US06506784B1

Reaction notes

Loading…