Benzenesulfonyl chloride → HCID 14032518, compound

HRID 845615Notes

Reaction equation

HRID 845615 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([C:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[NH:10][N:9]=2)[CH2:4][CH2:3]1.[C:17]1([S:23]([Cl:26])(=[O:25])=[O:24])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CCOCC>[ClH:26].[C:17]1([S:23]([N:10]2[C:11]3[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:8]([CH:5]3[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]3)=[N:9]2)(=[O:25])=[O:24])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 178480237HCID 178480237, compound

Product 1

HCID 14032518HCID 14032518, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2.5 g of 3-(1-methyl-4-piperidinyl)-1H-indazole and 50 ml of benzenesulfonyl chloride was heated on a steam bath for 1 hr. The solution was cooled to ambient temperature and then poured into ether. The precipitate was collected and triturated with ethyl acetate to yield a solid. The solid was combined with 1.5 g of solid from another experiment and recrystallized twice from isopropanol to yield 2.3 g (36%) of product, mp 222°-224° C.

Workup

  1. temperaturewas heated on a steam bath for 1 hr
  2. customThe precipitate was collected
  3. customtriturated with ethyl acetate
  4. customto yield a solid
  5. customrecrystallized twice from isopropanol

Sources & evidence

ORD record
ord-21d962f3f514493da315819b5f664165
Source dataset
uspto-grants-1988_07
Patent number
US04758668

Reaction notes

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