Pyridine → HCID 85873149, compound

HRID 902635Notes

Reaction equation

HRID 902635 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH3:10])=[C:7]([NH2:9])[CH:8]=1.N1C=CC=CC=1.[CH2:17]([S:20](Cl)(=[O:22])=[O:21])[CH2:18][CH3:19]>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH3:10])=[C:7]([NH:9][S:20]([CH2:17][CH2:18][CH3:19])(=[O:22])=[O:21])[CH:8]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 662791-Propanesulfonyl chlorideHCID 995005-Methoxy-o-toluidine

Product 1

HCID 85873149HCID 85873149, compoundYield 69.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the solution of 5-methoxy-2-methyl-phenylamine (0.118 g, 0.86 mmol) and pyridine (0.1 mL) and CH2Cl2 (3 mL) at 0° C. was added dropwise propane-1-sulfonyl choride (0.135 g, 0.95 mmol) and the reaction mixture was stirred at RT overnight. The mixture was then concentrated and purified via silica gel chromatography to give the product as an oil (0.145 g, 69%): MS(ES) m/e 244.2 [M+H]+.

Workup

  1. concentrationThe mixture was then concentrated
  2. custompurified via silica gel chromatography

Sources & evidence

ORD record
ord-72583505e73a4b98a7a685d59108348c
Source dataset
uspto-grants-2008_04
Patent number
US07365085B2

Reaction notes

Loading…