Hydrogen Peroxide → Diclazuril

HRID 1604320Notes

Reaction equation

HRID 1604320 reaction equation
[Cl:1][C:2]1[CH:25]=[CH:24][C:5]([CH:6]([C:9]2[C:14]([Cl:15])=[CH:13][C:12]([N:16]3[C:21](=[O:22])[NH:20][CH2:19][CH:18]=[N:17]3)=[CH:11][C:10]=2[Cl:23])[C:7]#[N:8])=[CH:4][CH:3]=1.[OH:26]O>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:6]([C:9]2[C:14]([Cl:15])=[CH:13][C:12]([N:16]3[C:21](=[O:22])[NH:20][C:19](=[O:26])[CH:18]=[N:17]3)=[CH:11][C:10]=2[Cl:23])[C:7]#[N:8])=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 15434939HCID 15434939, compound

Product 1

HCID 456389Diclazuril

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In 20 ml of acetic acid was dissolved 2.0 g of 2-[4-(4-chloro-α-cyanobenzyl)-3,5-dichlorophenyl]-4,5-dihydro-1,2,4-triazin-3(2H)-one. To the solution was added three times as much mol. of 30% hydrogen peroxide. The reaction was allowed to proceed for 3 hours at 100° C. After completion of the reaction, the reaction mixture was poured into ice-water. Resulting crystalline precipitate was collected by filtration to afford 1.8 g of the titled compound as colorless crystals, m.p. 290-292° C.

Workup

  1. additionTo the solution was added three times as much mol
  2. customAfter completion of the reaction
  3. filtrationResulting crystalline precipitate was collected by filtration

Sources & evidence

ORD record
ord-6d4bb2f575154375820d3e292075fea1
Source dataset
uspto-grants-1999_11
Patent number
US05994355

Reaction notes

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