Hydrochloric Acid → 1-(2-Benzimidazolyl)-2-[(propyldithio)methyl]pyridinium chloride

HRID 35475

Reaction equation

HRID 35475 reaction equation
N1C=CC=CC=1CS([C:10]1[NH:11][C:12]2[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=2[N:14]=1)=O.[CH2:19]([SH:22])[CH2:20][CH3:21].[ClH:23]>O1CCCC1>[Cl-:23].[N:11]1[C:12]2[CH:18]=[CH:17][CH:16]=[CH:15][C:13]=2[NH:14][C:10]=1[N+:11]1[CH:12]=[CH:13][CH:15]=[CH:21][C:20]=1[CH2:19][S:22][S:22][CH2:19][CH2:20][CH3:21]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7848Propyl mercaptanHCID 72171Timoprazole

Product 1

HCID 212959531-(2-Benzimidazolyl)-2-[(propyldithio)methyl]pyridinium chloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.6 g of 2-[(2-pyridylmethyl)sulphinyl]benzimidazole are dissolved in 30 ml of tetrahydrofuran and treated with 1.0 ml of n-propyl mercaptan. 10 ml of 3N hydrochloric acid are added at an internal temperature of 40°. The mixture is stirred at 40° for 5 minutes and then evaporated in vacuo. The residue is crystallized from ethanol/ether. There is obtained 1-(2-benzimidazolyl)-2-[(propyldithio)methyl]pyridinium chloride of melting point 144°-145°.

Workup

  1. customevaporated in vacuo
  2. customThe residue is crystallized from ethanol/ether

Sources & evidence

ORD record
ord-fa30a22ce0ca4274b65e81863b1b0172
Source dataset
uspto-grants-1988_08
Patent number
US04766133

Linked notes

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