Sodium Hydroxide → HCID 178493200, compound

HRID 1089118Notes

Reaction equation

HRID 1089118 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, 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 MgSO° 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 MgSO°
  7. customthe solvent was evaporated

Sources & evidence

ORD record
ord-3b830046e1cd4fda97ac1ff62804281a
Source dataset
uspto-grants-1990_10
Patent number
US04965269

Reaction notes

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