Water → Sulazuril

HRID 2231187Notes

Reaction equation

HRID 2231187 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:20]2[C:25](=[O:26])[NH:24][C:23](=[O:27])[CH2:22][NH:21]2)[CH:5]=[C:6]([Cl:19])[C:7]=1[O:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:11][CH:10]=1.[CH3:28]I.O>CN1CCCC1=O>[Cl:1][C:2]1[CH:3]=[C:4]([N:20]2[C:25](=[O:26])[NH:24][C:23](=[O:27])[CH2:22][N:21]2[CH3:28])[CH:5]=[C:6]([Cl:19])[C:7]=1[O:8][C:9]1[CH:10]=[CH:11][C:12]([S:15]([CH3:18])(=[O:17])=[O:16])=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6328Methyl iodide2×HCID 13823230HCID 13823230, compound

Product 1

HCID 65904Sulazuril

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

1 g of 2-[3,5-dichloro-4-(4-methylsulfonylphenoxy)phenyl]hexahydro-1,2,4-triazine-3,5-dione in 10 ml of N-methylpyrrolidone was heated at 140° to 160° C. with 10 ml of methyl iodide for four hours and, after addition of a further 10 ml of methyl iodide, for a further three hours. After the mixture had been cooled, water was added and an oil separated out, which slowly became solid and was recrystallized from methanol with the addition of active charcoal. Melting point 223° C.

Workup

  1. temperatureAfter the mixture had been cooled
  2. customan oil separated out
  3. customwhich slowly became solid and was recrystallized from methanol with the addition of active charcoal

Sources & evidence

ORD record
ord-c43a07bb364c40ffba0e6dd334fe3871
Source dataset
uspto-grants-1988_11
Patent number
US04782056

Reaction notes

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