Ethyl Acetate → HCID 15586353, compound

HRID 2290340Notes

Reaction equation

HRID 2290340 reaction equation
[BH4-].[Na+].[CH3:3][C:4]1[N:5]=[C:6]([S:16][CH3:17])[N:7]=[N:8][C:9]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(OCC)(=O)C>O1CCCC1>[CH3:3][CH:4]1[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:8][NH:7][C:6]([S:16][CH3:17])=[N:5]1

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 4311764Sodium borohydrideHCID 15586342HCID 15586342, compound

Product 1

HCID 15586353HCID 15586353, compoundYield 34.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Sodium borohydride (3.4 g) was added portionwise to a stirred solution of 5-methyl-3-methylthio-6-phenyl-1,2,4-triazine (10 g) in tetrahydrofuran (25 ml). To the reaction mixture was added ethyl acetate, and the mixture was washed successively with 1N-hydrochloric acid, water and brine, dried over sodium sulfate, and concentrated to dryness. The residual solid was recrystallized from a mixture of ethanol and water to give 5-methyl-3-methylthio-6-phenyl-2,5-dihydro-1,2,4-triazine (3.46 g), m.p. 159°~160° C.

Workup

  1. washthe mixture was washed successively with 1N-hydrochloric acid, water and brine
  2. dry with materialdried over sodium sulfate
  3. concentrationconcentrated to dryness
  4. customThe residual solid was recrystallized from a mixture of ethanol and water

Sources & evidence

ORD record
ord-bbd20f5adafc4e96af95c8ef666d3f0c
Source dataset
uspto-grants-1986_10
Patent number
US04616014

Reaction notes

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