Hydrochloric Acid → HCID 178463365, compound

HRID 522161Notes

Reaction equation

HRID 522161 reaction equation
[NH:1]1[CH:5]=[C:4]([CH:6]([NH:8]S(C(C)(C)C)=O)[CH3:7])[N:3]=[N:2]1.[ClH:15]>CO>[ClH:15].[NH:1]1[CH:5]=[C:4]([CH:6]([NH2:8])[CH3:7])[N:3]=[N:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178465727Racemic-N-(1-(1H-1,2,3-triazol-4-yl)ethyl)-2-methylpropane-2-sulfinamide

Product 1

HCID 178463365HCID 178463365, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Racemic-N-(1-(1H-1,2,3-triazol-4-yl)ethyl)-2-methylpropane-2-sulfinamide (Preparation 63, 1.09 g, 5.04 mmol) was dissolved in methanol (10 mL). 4M HCl in MeOH (10 mL) was added and the mixture was stirred at room temperature for 5 hours. The reaction was concentrated in vacuo and triturated with TBME (50 mL), diethyl ether (20 mL) and finally with acetonitrile (20 mL). The remaining gum was azeotroped with methanol (10 mL) followed by toluene (10 mL) to afford the title compound as a pale yellow gum (780 mg, 100%).

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customtriturated with TBME (50 mL), diethyl ether (20 mL) and finally with acetonitrile (20 mL)
  3. customThe remaining gum was azeotroped with methanol (10 mL)

Sources & evidence

ORD record
ord-621effb280fa483c92070a0ba7f00b18
Source dataset
uspto-grants-2016_05
Patent number
US09328096B2

Reaction notes

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