Hydrogen Peroxide → 5,6-bis(4-methoxyphenyl)-1,2,4-triazin-3(2h)-one

HRID 889830Notes

Reaction equation

HRID 889830 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:14]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)=[N:13][NH:12][C:11](=S)[N:10]=2)=[CH:5][CH:4]=1.[OH-:24].[Na+].OO>O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:14]([C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)=[N:13][NH:12][C:11](=[O:24])[N:10]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 784Hydrogen Peroxide2×HCID 14798Sodium HydroxideHCID 42600365,6-bis-(4-methoxyphenyl)-1,2,4-triazin-3-thione

Product 1

HCID 2310985,6-bis(4-methoxyphenyl)-1,2,4-triazin-3(2h)-oneYield 94.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A slurry of 9.6 g of 5,6-bis-(4-methoxyphenyl)-1,2,4-triazin-3-thione (29.5 mmol) in 100 mL of water was treated with 2.64 g of 50% aqueous sodium hydroxide (33 mmol). Most of the solids dissolved. The reaction mixture was cooled in an ice bath and 3.8 g of 30% hydrogen peroxide (33 mmol) was added slowly. An additional 4 mL of hydrogen peroxide solution was added, and the reaction mixture was stirred overnight at room temperature. The solids were filtered, washed with water, and dried under vacuum to give 8.6 g of product, mp 238–242° C.

Workup

  1. dissolutionMost of the solids dissolved
  2. temperatureThe reaction mixture was cooled in an ice bath
  3. filtrationThe solids were filtered
  4. washwashed with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-f46f46b796a44dfa844749a081aa6281
Source dataset
uspto-grants-2006_02
Patent number
US06995157B2

Reaction notes

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