Triethylamine → HCID 178481961, compound

HRID 568791Notes

Reaction equation

HRID 568791 reaction equation
[CH3:1][N:2]1[C:7]([SH:8])=[N:6][C:5](=[O:9])[C:4]([OH:10])=[N:3]1.C(N(CC)CC)C.[C:18]([Si:22](Cl)([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)([CH3:21])([CH3:20])[CH3:19]>O1CCCC1>[CH3:1][N:2]1[C:7]([SH:8])=[N:6][C:5](=[O:9])[C:4]([O:10][Si:22]([C:18]([CH3:21])([CH3:20])[CH3:19])([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[N:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 94078tert-ButyldiphenylchlorosilaneHCID 178481952HCID 178481952, compound

Product 1

HCID 178481961HCID 178481961, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-methyl-3-mercapto-6-hydroxy-2,5-dihydro-1,2,4-triazin-5-one (0.8 g) in dry tetrahydrofuran (25 ml) was stirred for 30 min with triethylamine (0.835 ml) and tertbutyldiphenylsilylchloride (1.53 ml). The reaction mixture was partitioned between 1% aqueous NaHCO3 and ethyl acetate. Removal of the solvent from the dried organic layer left a residue which crystallized by trituration with light petrol affording 2-methyl-3-mercapto-6-tert-butyldiphenylsilyloxy-2,5-dihydro-1,2,4-triazin-5-one (1.34 g), m.p. 135° C. (decomp.);

Workup

  1. customThe reaction mixture was partitioned between 1% aqueous NaHCO3 and ethyl acetate
  2. customRemoval of the solvent from the dried organic layer
  3. waitleft a residue which
  4. customcrystallized by trituration with light petrol

Sources & evidence

ORD record
ord-9fe439f0710e4049a43ccb8b8a6291ad
Source dataset
uspto-grants-1988_03
Patent number
US04729990

Reaction notes

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