Hydrochloric Acid → HCID 66637317, compound

HRID 1094638Notes

Reaction equation

HRID 1094638 reaction equation
CC(S([NH:7][CH:8]([C:10]1[CH:19]=[CH:18][C:13]2[NH:14][C:15](=[O:17])[NH:16][C:12]=2[CH:11]=1)[CH3:9])=O)(C)C.[ClH:20]>CO>[ClH:20].[NH2:7][CH:8]([C:10]1[CH:19]=[CH:18][C:13]2[NH:14][C:15](=[O:17])[NH:16][C:12]=2[CH:11]=1)[CH3:9]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66637332HCID 66637332, compound

Product 1

HCID 66637317HCID 66637317, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2-methyl-N-[1-(2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)ethyl]propane-2-sulfinamide (430 mg, 1.53 mmol) and 10% hydrochloride in MeOH (10 ml) was stirred at room temperature for 4 hours. The mixture was concentrated, triturated with MeOH to give 265 mg (81%) of the title compound as a pale brown solid. 1H NMR (300 MHz, DMSO-d6) δ ppm 1.50 (3H, d, J=6.6 Hz), 4.40-4.31 (1H, m), 6.94 (1H, d, J=7.3 Hz), 7.06 (1H, d, J=8.1 Hz), 7.10 (1H, s), 8.38 (2H, br.s), 10.74 (1H, br.s), 10.83 (1H, bs). MS (ESI) m/z 178 (M+H)+, 176 (M−H)−.

Workup

  1. concentrationThe mixture was concentrated
  2. customtriturated with MeOH

Sources & evidence

ORD record
ord-573d7ed5e63a40b8a897cd5d56ce679f
Source dataset
uspto-grants-2012_03
Patent number
US08134004B2

Reaction notes

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