Methyl triflate → N-[2-(pyridin-2-ylsulfanyl)ethyl)thioacetimidic acid methyl ester

HRID 2224748Notes

Reaction equation

HRID 2224748 reaction equation
F[C:2](F)(F)S(OC)(=O)=O.[N:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[S:16][CH2:17][CH2:18][NH:19][C:20](=[S:22])[CH3:21]>C(Cl)Cl>[CH3:2][S:22][C:20](=[N:19][CH2:18][CH2:17][S:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][N:10]=1)[CH3:21]

Participants

4

Reactant 2

HCID 9526Methyl triflateHCID 86607043N-(2-(pyridin-2-ylsulfanyl)ethyl)thioacetamide

Product 1

HCID 69317476N-[2-(pyridin-2-ylsulfanyl)ethyl)thioacetimidic acid methyl esterYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Add methyl trifluoromethanesulfonate (65.5 mg, 0.4 mmol) to a solution of N-(2-(pyridin-2-ylsulfanyl)ethyl)thioacetamide (85.0 mg, 0.4 mmol) in methylene chloride (10 mL) under nitrogen. Stir the reaction mixture at room temperature for 5 minutes and remove the solvent under reduced pressure to give N-[2-(pyridin-2-ylsulfanyl)ethyl)thioacetimidic acid methyl ester (0.4 mmol) as a colorless oil. MS (ES): m/z 227 (M+H).

Workup

  1. customremove the solvent under reduced pressure

Sources & evidence

ORD record
ord-89fda9096085474099d5ac82eef158e6
Source dataset
uspto-grants-2008_05
Patent number
US07378447B2

Reaction notes

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