Methyl triflate → HCID 20138511, compound

HRID 236448Notes

Reaction equation

HRID 236448 reaction equation
C([S:4][CH2:5][C:6]1[N:7]=[N:8][N:9]([CH3:11])[N:10]=1)(=O)C.[CH3:12][O:13][S:14]([C:17]([F:20])([F:19])[F:18])(=[O:16])=[O:15].[OH-].[Na+].OP([O-])(O)=O.[K+]>ClCCl.O=O.O>[F:18][C:17]([F:20])([F:19])[S:14]([O-:16])(=[O:15])=[O:13].[SH:4][CH2:5][C:6]1[N+:7]([CH3:12])=[N:8][N:9]([CH3:11])[N:10]=1

Participants

8

Reactant 4

HCID 9526Methyl triflateHCID 14798Sodium HydroxideHCID 516951Monobasic potassium phosphateHCID 20138517Ethanethioic acid, S-[(2-methyl-2H-tetrazol-5-yl)methyl] ester

Product 1

HCID 20138511HCID 20138511, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 977OxygenSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
22 °C

Procedure

A solution of 5-acetylmercaptomethyl-2-methyltetrazole (0.400 g, 2.32 mmol) in dry dichloromethane (3 mL) was treated with methyltriflate (0.76 g, 4.64 mmol) and stirred at 22° C. for 16 h. Evaporation of the solvent under vacuum gave a red oil. This salt was dissolved in cold oxygen-free water (5 mL) and treated with 4M sodium hydroxide (0.8 mL, 3.2 mmol). The mixture was stirred at 0° C. for 40 min, diluted with water (7 mL), and the pH was adjusted to 7.3 with saturated KH2PO4. The clear resulting solution was maintained under nitrogen and used immediately for the following step.

Workup

  1. customEvaporation of the solvent under vacuum
  2. customgave a red oil
  3. stirringThe mixture was stirred at 0° C. for 40 min
  4. temperatureThe clear resulting solution was maintained under nitrogen

Sources & evidence

ORD record
ord-01427be396bd4b86b40c7897d0b31dff
Source dataset
uspto-grants-1987_02
Patent number
US04644061

Reaction notes

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