2-Methylpyridine → HCID 13185026, compound

HRID 2272878Notes

Reaction equation

HRID 2272878 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:7].Cl[S:9]([OH:12])(=[O:11])=[O:10]>ClCCl>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:7].[S:9](=[O:12])(=[O:11])=[O:10]

Participants

4

Reactant 2

HCID 79752-Methylpyridine2×HCID 24638Chlorosulfonic acid

Product 1

HCID 13185026HCID 13185026, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

In a 50 ml 3-neck RBF equipped with a magnetic stir bar, thermocouple probe, addition funnel, nitrogen inlet adapter, and a rubber septum, charged dichloromethane (anh) (2.5 ml) and 2-picoline (1.46 ml, 14.7 mmol). This picoline solution was chilled in an ice/NaCl bath to −2° C. Then a solution of chlorosulfonic acid (0.478 ml, 7.14 mmol) in dichloromethane (anh) (2.5 ml) was added slowly, with temp being maintained below 5° C. (addition time=30 min). The resulting orange solution was stirred for 30 minutes before being added to the sulfation reaction at room temperature as described in this Example, step 2 (below).

Workup

  1. customIn a 50 ml 3-neck RBF equipped with a magnetic stir bar
  2. additionthermocouple probe, addition funnel, nitrogen inlet adapter
  3. temperaturebeing maintained below 5° C.
  4. addition(addition time=30 min)
  5. additionbefore being added to the sulfation reaction at room temperature

Sources & evidence

ORD record
ord-c9dad9125b4146148f592530fc09e98b
Source dataset
uspto-grants-2015_09
Patent number
US09120796B2

Reaction notes

Loading…