Hydrochloric Acid → Mefenidil

HRID 1760487Notes

Reaction equation

HRID 1760487 reaction equation
Cl[CH2:2][C:3]1[N:4]=[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[NH:6][C:7]=1[CH3:8].Cl.[C-:16]#[N:17].[Na+]>CS(C)=O>[C:16]([CH2:2][C:3]1[N:4]=[C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[NH:6][C:7]=1[CH3:8])#[N:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8929Sodium CyanideHCID 15067816HCID 15067816, compound

Product 1

HCID 65475Mefenidil

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Procedure

A solution of 4-chloromethyl-5-methyl-2-phenylimidazole.HCl (40.5 g) in dimethylsulfoxide (400 ml) was added to a stirred solution of sodium cyanide (80 g) in dimethylsulfoxide (600 ml) over a period of 30 min. After 20 h the solids were filtered off, washed with water and dried in vacuo.

Workup

  1. filtrationAfter 20 h the solids were filtered off
  2. washwashed with water
  3. customdried in vacuo

Sources & evidence

ORD record
ord-95bb055bc2cd4bc896855a0851b38b22
Source dataset
uspto-grants-2005_01
Patent number
US06841553B2

Reaction notes

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