Water → HCID 22024372, compound

HRID 501001Notes

Reaction equation

HRID 501001 reaction equation
Br[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH3:8][O:9][C:10]1[C:11]([N:16]=[C:17](SC)[S:18][CH3:19])=[N:12][CH:13]=[CH:14][N:15]=1.O>C(#N)C>[CH3:8][O:9][C:10]1[C:11]2[N:12]([C:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])=[C:17]([S:18][CH3:19])[N:16]=2)[CH:13]=[CH:14][N:15]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7748Ethyl bromoacetateHCID 22024483HCID 22024483, compound

Product 1

HCID 22024372HCID 22024372, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
100 °C

Procedure

Ethyl bromoacetate (18.5 mL) and iso-dipropylethylamine (29 mL) were added to a solution of methyl N-(3-methoxy-2-pyrazinyl)-(methylsulfanyl)methaneimidothioate (19.1 g) in acetonitrile (42 mL), and the mixture was heated under stirring at 100° C. for 14 hours. After the reaction mixture was cooled to room temperature, water was added thereto, which was extracted with ethyl acetate, washed with water, dried over anhydrous magnesium sulfate, and evaporated. The resulting residue was washed with n-hexane to give the title compound (10.7 g) as pale yellow crystals.

Workup

  1. temperaturethe mixture was heated
  2. temperatureAfter the reaction mixture was cooled to room temperature
  3. extractionwhich was extracted with ethyl acetate
  4. washwashed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated
  7. washThe resulting residue was washed with n-hexane

Sources & evidence

ORD record
ord-ce116dbef7034760b5f8d66e9bf1c63a
Source dataset
uspto-grants-2010_08
Patent number
US07772249B2

Reaction notes

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