Sodium Bicarbonate → HCID 53967418, compound

HRID 2294599Notes

Reaction equation

HRID 2294599 reaction equation
CS([O-])(=O)=O.[C:6]([S:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([C:16]1[CH:17]=[NH+:18][CH:19]=[CH:20][CH:21]=1)=[O:15])(=[O:8])[CH3:7].C(=O)(O)[O-].[Na+]>C(OCC)(=O)C.O>[C:6]([S:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14](=[O:15])[C:16]1[CH:21]=[CH:20][CH:19]=[N:18][CH:17]=1)(=[O:8])[CH3:7]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 86751625HCID 86751625, compound

Product 1

HCID 53967418HCID 53967418, compoundYield 86.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

A slurry of 3-(5-acetylmercaptopentanoyl)pyridinium methanesulphonate (7.0 g) in ethyl acetate (50 ml) is stirred with a solution of sodium bicarbonate (5 g) in water (50 ml). The ethyl acetate phase is then washed 3 times with water until its pH is 5, dried over magnesium sulphate, filtered and evaporated under reduced pressure to give S-(4-nicotinoylbutyl) thioacetate (4.3 g) in the form of a dark oil which solidifies upon standing (m.p. 43° C.).

Workup

  1. washThe ethyl acetate phase is then washed 3 times with water until its pH is 5
  2. dry with materialdried over magnesium sulphate
  3. filtrationfiltered
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-832c03ad2ca74e6d8ed64f6bc945d4ba
Source dataset
uspto-grants-1997_11
Patent number
US05688954

Reaction notes

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