1-[2,4-dichloro-5-(1-methylethoxy)phenyl]-3-difluoromethyl-4,5-dihydro-4-methyl-1,2,4-triazol-5(1H)-one → 1-(2,4-dichloro-5-hydroxyphenyl)-3-difluoromethyl-4,5-dihydro-4-methyl-1,2,4-triazol-5(1H)-one

HRID 1382156Notes

Reaction equation

HRID 1382156 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9]C(C)C)=[CH:4][C:3]=1[N:13]1[C:17](=[O:18])[N:16]([CH3:19])[C:15]([CH:20]([F:22])[F:21])=[N:14]1>S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([OH:9])=[CH:4][C:3]=1[N:13]1[C:17](=[O:18])[N:16]([CH3:19])[C:15]([CH:20]([F:21])[F:22])=[N:14]1

Participants

3

Reactant 1

HCID 143924861-[2,4-dichloro-5-(1-methylethoxy)phenyl]-3-difluoromethyl-4,5-dihydro-4-methyl-1,2,4-triazol-5(1H)-one

Product 1

HCID 143924871-(2,4-dichloro-5-hydroxyphenyl)-3-difluoromethyl-4,5-dihydro-4-methyl-1,2,4-triazol-5(1H)-oneYield 71.7%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

Hydrolysis of 2.2 g (0.0063 mole) of 1-[2,4-dichloro-5-(1-methylethoxy)phenyl]-3-difluoromethyl-4,5-dihydro-4-methyl-1,2,4-triazol-5(1H)-one in 5 mL of concentrated sulfuric acid produced 1.4 g of 1-(2,4-dichloro-5-hydroxyphenyl)-3-difluoromethyl-4,5-dihydro-4-methyl-1,2,4-triazol-5(1H)-one (mp 176°-179° C.).

Sources & evidence

ORD record
ord-a47ace8a2d7f4a1da3dfdff34b7165fe
Source dataset
uspto-grants-1989_02
Patent number
US04806145

Reaction notes

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