Sulfuric Acid → HCID 21274223, compound

HRID 1382150Notes

Reaction equation

HRID 1382150 reaction equation
S(=O)(=O)(O)O.[Cl:6][C:7]1[CH:12]=[C:11]([Cl:13])[C:10]([O:14]C(C)C)=[CH:9][C:8]=1[N:18]1[C:22](=[O:23])[N:21]([CH2:24][F:25])[C:20]([CH3:26])=[N:19]1>>[Cl:6][C:7]1[CH:12]=[C:11]([Cl:13])[C:10]([OH:14])=[CH:9][C:8]=1[N:18]1[C:22](=[O:23])[N:21]([CH2:24][F:25])[C:20]([CH3:26])=[N:19]1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 21274221HCID 21274221, compound

Product 1

HCID 21274223HCID 21274223, compoundYield 72.8%

Procedure

To 5 mL of stirring concentrated sulfuric acid was added portionwise 0.53 g (0.0016 mole) of 1-[2,4-dichloro-5-(1-methylethoxy)phenyl]-4-fluoromethyl-4,5-dihydro-3-methyl-1,2,4-triazol-5(1H)-one. After complete addition, the mixture was stirred at room temperature for 2.5 hours. The mixture was poured into 100 mL of ice water and stirred for 30 minutes. The aqueous mixture was extracted with diethyl ether, and the extract was washed with water. The organic phase was dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated under reduced pressure to yield 0.34 g of 1-(2,4-dichloro-5-hydroxyphenyl)-4-fluoromethyl-4,5-dihydro-3-methyl-1,2,4-triazol-5(1H)-one as a solid.

Workup

  1. additionAfter complete addition
  2. stirringstirred for 30 minutes
  3. extractionThe aqueous mixture was extracted with diethyl ether
  4. washthe extract was washed with water
  5. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-79e3010d2949416c83da18533c62f7fa
Source dataset
uspto-grants-1989_02
Patent number
US04806145

Reaction notes

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