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Sodium methanethiolate → HCID 12882536, compound

HRID 1492386
Notes
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Reaction equation

HRID 1492386 reaction equation
F[C:2]1[CH:11]=[C:10]([S:12][CH3:13])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[CH3:14][S-:15].[Na+]>CN(C)C=O>[CH3:14][S:15][C:2]1[CH:11]=[C:10]([S:12][CH3:13])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 4378561Sodium methanethiolateHCID 18950257Methyl 2-fluoro-4-(methylthio)benzoate

Product 1

HCID 12882536HCID 12882536, compoundYield 44.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of methyl 2-fluoro-4-methylsulphenylbenzoate (4.1 g), sodium thiomethoxide (1.48 g) and N,N-dimethylformamide (16 ml) was stirred at 50° C. for 18 hours, poured onto water and extracted (ethyl acetate). The extract was washed (water), dried (magnesium sulphate) and evaporated to give methyl 2-methylsulphenyl-4-methylsulphenylbenzoate (2.09 g) as an orange oil, NMR (CDCl3) 2.0 (s,3H), 2.4 (s,3H), 3.65 (s,2H), 3.9 (s,3H), 7.05 (dd,1H), 7.15 (d,1H), 7.9 (d,1H).

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Workup

  1. additionpoured onto water
  2. extractionextracted (ethyl acetate)
  3. washThe extract was washed (water)
  4. dry with materialdried (magnesium sulphate)
  5. customevaporated

Sources & evidence

ORD record
ord-917cc09ac33a4fe0bfeb802fc6b94611
Source dataset
uspto-grants-1994_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05374606

Reaction notes

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