Methanesulfonyl chloride → HCID 57747894, compound

HRID 656269Notes

Reaction equation

HRID 656269 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]#[N:9])=[N:6][CH:7]=1.[CH3:10][S:11](Cl)(=[O:13])=[O:12]>N1C=CC=CC=1>[CH3:10][S:11]([NH:1][C:2]1[CH:7]=[N:6][C:5]([C:8]#[N:9])=[CH:4][CH:3]=1)(=[O:13])=[O:12]

Participants

4

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 38713955-Aminopyridine-2-carbonitrile

Product 1

HCID 57747894HCID 57747894, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
0 °C

Procedure

5-Amino-2-cyanopyridine (5 g) was dissolved in pyridine (30 ml). The solution was cooled to 0° C. and to the solution was added dropwise methanesulfonyl chloride (3.6 ml), followed by stirring at room temperature for 17 hours. The resulting mixture was concentrated under reduced pressure, extracted with water and dichloromethane, and then dried. The obtained residue was purified by column-chromatography (hexane/ethyl acetate=2/1) to yield an orange colored solid (6.4 g, 77%).

Workup

  1. concentrationThe resulting mixture was concentrated under reduced pressure
  2. extractionextracted with water and dichloromethane
  3. customdried
  4. customThe obtained residue was purified by column-chromatography (hexane/ethyl acetate=2/1)

Sources & evidence

ORD record
ord-f29762c89af84096b9be0cd1be9e9ac0
Source dataset
uspto-grants-2011_12
Patent number
US08071650B2

Reaction notes

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