Sodium Hydroxide → HCID 178493200, compound

HRID 2051487Notes

Reaction equation

HRID 2051487 reaction equation
Cl.Cl[CH2:3][C:4]1[C:9]([O:10][CH3:11])=[C:8]([O:12][CH3:13])[CH:7]=[CH:6][N:5]=1.[OH-].[Na+].[Cl:16][C:17]1[CH:26]=[CH:25][C:20]2[NH:21][C:22]([SH:24])=[N:23][C:19]=2[CH:18]=1>CO.O>[Cl:16][C:17]1[CH:26]=[CH:25][C:20]2[NH:21][C:22]([S:24][CH2:3][C:4]3[C:9]([O:10][CH3:11])=[C:8]([O:12][CH3:13])[CH:7]=[CH:6][N:5]=3)=[N:23][C:19]=2[CH:18]=1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 162169282-Chloromethyl-3,4-dimethoxypyridinium chlorideHCID 178527794HCID 178527794, compound

Product 1

HCID 178493200HCID 178493200, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

2-chloromethyl-3,4-dimethoxypyridine hydrochloride (896 mg, 0.004 mol) was dissolved in 25 ml MeOH and treated with NaOH (390 mg, 0.008 mol) dissolved in 1.5 ml H2O. 5-chloro-2-mercapto-1H-benzimidazole (812 mg, 0.0044 mol) was added and the resulting mixture allowed to react for 2h at room temperature. The solvent was evaporated and the residue partitioned between 50 ml 2.5 % NaOH and 75 ml CH2Cl2. The aqueous layer was separated and extracted twice with 25 ml CH2Cl2. The organic layers were combined, washed with 25 ml H2O, dried over MgSO4 and the solvent was evaporated.

Workup

  1. customThe solvent was evaporated
  2. customthe residue partitioned between 50 ml 2.5 % NaOH and 75 ml CH2Cl2
  3. customThe aqueous layer was separated
  4. extractionextracted twice with 25 ml CH2Cl2
  5. washwashed with 25 ml H2O
  6. dry with materialdried over MgSO4
  7. customthe solvent was evaporated

Sources & evidence

ORD record
ord-3334bcbecb324255a9f9e770aa92bcc2
Source dataset
uspto-grants-1991_05
Patent number
US05019584

Reaction notes

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