Sodium Acetate → N-{2-(2-acetoxy-3-oxobutylthio)ethyl}-N'-cyano-N"-methylguanidine

HRID 330098Notes

Reaction equation

HRID 330098 reaction equation
Cl[CH:2]([C:14](=[O:16])[CH3:15])[CH2:3][S:4][CH2:5][CH2:6][NH:7][C:8]([NH:11][C:12]#[N:13])=[N:9][CH3:10].[C:17]([O-:20])(=[O:19])[CH3:18].[Na+]>CO>[C:17]([O:20][CH:2]([C:14](=[O:16])[CH3:15])[CH2:3][S:4][CH2:5][CH2:6][NH:7][C:8]([NH:11][C:12]#[N:13])=[N:9][CH3:10])(=[O:19])[CH3:18]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 14153741N-[2-(2-chloro-3-oxobutylthio)ethyl]-N'-cyano-N"-methylguanidine

Product 1

HCID 14183543N-{2-(2-acetoxy-3-oxobutylthio)ethyl}-N'-cyano-N"-methylguanidineYield 82%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 50 ml two-necked flask was charged with 0.64 g of the same N-{2-(2-chloro-3-oxobutylthio)ethyl}-N'-cyano-N"-methylguanidine as used in Example 1, 10 ml of methanol, and 0.31 g of anhydrous sodium acetate, and the mixture was stirred at room temperature for 8 hours. Methanol was evaporated under reduced pressure, and water was added to the residue. The mixture was extracted with ethyl acetate and then dried over anhydrous magnesium sulfate. Ethyl acetate was evaporated under reduced pressure to give 0.57 g (yield 82%) of the desired product as a brown liquid.

Workup

  1. customMethanol was evaporated under reduced pressure, and water
  2. additionwas added to the residue
  3. extractionThe mixture was extracted with ethyl acetate
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customEthyl acetate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-17d596e5cad246d992ca4801c82413f1
Source dataset
uspto-grants-1990_01
Patent number
US04894475

Reaction notes

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