HCID 14210976, compound → 7H-Thiazolo(3,2-b)(1,2,4)triazin-7-one, 3-(3-(1,1-dimethylethyl)-4-hydroxy-5-methylphenyl)-

HRID 1165134Notes

Reaction equation

HRID 1165134 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([OH:12])=[C:7]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:6]=1)=O.[SH:17][C:18]1[NH:19][N:20]=[CH:21][C:22](=[O:24])[N:23]=1>C(O)C>[C:13]([C:7]1[CH:6]=[C:5]([C:3]2[N:19]3[N:20]=[CH:21][C:22](=[O:24])[N:23]=[C:18]3[S:17][CH:2]=2)[CH:10]=[C:9]([CH3:11])[C:8]=1[OH:12])([CH3:16])([CH3:15])[CH3:14]

Participants

4

Reactant 2

HCID 14210976HCID 14210976, compoundHCID 178516813HCID 178516813, compound

Product 1

HCID 30886527H-Thiazolo(3,2-b)(1,2,4)triazin-7-one, 3-(3-(1,1-dimethylethyl)-4-hydroxy-5-methylphenyl)-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 28.5 g (0.1 mol) of 2-bromo-1-(3-tert.butyl-5-methyl-4-hydroxyphenyl)-ethanone from step (a1) and 12.9 g (0.1 mol) of 3-mercapto-2H-1,2,4-triazin-5-one was refluxed for 8 hours in 250 ml of ethanol. After the solvent had been removed in vacuo, the solid residue was dissolved in 200 ml of boiling ethyl acetate and filtered while hot. On concentration of the filtrate, colorless crystals were produced which were again recrystallized from isopropanol.

Workup

  1. customAfter the solvent had been removed in vacuo
  2. dissolutionthe solid residue was dissolved in 200 ml of boiling ethyl acetate
  3. filtrationfiltered while hot
  4. customOn concentration of the filtrate, colorless crystals were produced which
  5. customwere again recrystallized from isopropanol

Sources & evidence

ORD record
ord-b0dd136f4d11459189c3e8aadca31ab5
Source dataset
uspto-grants-1990_03
Patent number
US04908364

Reaction notes

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