Potassium Carbonate → HCID 67478938, compound

HRID 472432Notes

Reaction equation

HRID 472432 reaction equation
[CH3:1][NH:2][S:3]([CH3:6])(=[O:5])=[O:4].[C:7](=O)([O-])[O-].[K+].[K+].BrC[C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[C:17]#[N:18]>CC(C)=O.ClCCl>[C:17]([C:16]1[CH:19]=[CH:20][CH:21]=[CH:22][C:15]=1[CH2:1][N:2]([CH3:7])[S:3]([CH3:6])(=[O:5])=[O:4])#[N:18]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 895992-(Bromomethyl)benzonitrileHCID 97632N-Methylmethanesulfonamide

Product 1

HCID 67478938HCID 67478938, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6344DichloromethaneSolvent

Procedure

To a suspension of N-methyl-methanesulfonamide (0.61 g, 5.6 mmol) and potassium carbonate (1.0 g, 7.6 mmol) in Acetone (10 mL) was added 2-bromomethyl-benzonitrile (1.0 g, 5.1 mmol). The mixture was stirred at room temperature for 18 hours. The mixture was diluted with dichloromethane (30 mL), filtered through a plug of diatomaceous earth and evaporated to a yellow waxy solid (1.2 g). N-(2-Cyano-benzyl)-N-methyl-methanesulfonamide was isolated as yellow waxy solid (1.2 g, 100%). 1H NMR (400 MHz, CDCl3, δ, ppm): 7.73-7.63 (m, 3H), 7.44 (t, J=7.5 Hz, 1H), 4.56 (s, 2H), 2.95 (s, 3H), 2.84 (s, 3H). MS=225 (MH)+.

Workup

  1. filtrationfiltered through a plug of diatomaceous earth
  2. customevaporated to a yellow waxy solid (1.2 g)

Sources & evidence

ORD record
ord-86829c84ac784724a537fc51902abf37
Source dataset
uspto-grants-2014_01
Patent number
US08633173B2

Reaction notes

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