Pyridine → HCID 5065377, compound

HRID 1438416Notes

Reaction equation

HRID 1438416 reaction equation
[NH2:1][C:2]1[C:3]([CH3:8])=[CH:4][CH:5]=[CH:6][CH:7]=1.N1C=CC=CC=1.[CH3:15][S:16](Cl)(=[O:18])=[O:17]>ClCCl>[CH3:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH:1][S:16]([CH3:15])(=[O:18])=[O:17]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7242O-ToluidineHCID 31297Methanesulfonyl chloride

Product 1

HCID 5065377HCID 5065377, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of o-toluidine (1.07 ml, 10 mmol) and pyridine (0.86 ml, 10.6 mmol) in dichloromethane (2 mL) was added methanesulfonyl chloride (0.81 ml, 10.5 mmol) dropwise at 0° C. The reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was quenched by 1N HCl aqueous solution and extracted with EtOAc. The organic layer was concentrated in vacuo to afford the title compound (1.84 g, 10 mmol, quant.) as an orange solid.

Workup

  1. customThe reaction mixture was quenched by 1N HCl aqueous solution
  2. extractionextracted with EtOAc
  3. concentrationThe organic layer was concentrated in vacuo

Sources & evidence

ORD record
ord-96cba995560340a3ad8f5b5d8cbc3e74
Source dataset
uspto-grants-2009_11
Patent number
US07622589B2

Reaction notes

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