Dimethyl Sulfoxide → HCID 14324454, compound

HRID 1460815Notes

Reaction equation

HRID 1460815 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[OH:15][C:16]1[CH:20]=[C:19]([CH3:21])[O:18][N:17]=1.C(=O)([O-])O.[Na+].CS(C)=O>O>[CH3:21][C:19]1[O:18][N:17]([C:2]2[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=2[N+:12]([O-:14])=[O:13])[C:16](=[O:15])[CH:20]=1

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 84624-Chloro-alpha,alpha,alpha-trifluoro-3-nitrotolueneHCID 24781HymexazolHCID 516892Sodium Bicarbonate

Product 1

HCID 14324454HCID 14324454, compoundYield 61.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

After mixing 226 g of 4-chloro-3-nitrobenzotrifluoride, 129 g of 3-hydroxy-5-methylisoxazole, 336 g of sodium hydrogencarbonate, and 600 ml of dimethyl sulfoxide, the reaction was performed for 6 hours at 75° C. After the reaction was over, the reaction mixture obtained was poured into water, and crystals thus formed were purified by silica gel short column and recrystallized from a mixture of water and methanol to provide 176 g of the aforesaid compound with a yield of 61.1%. The melting point thereof was 122° C.

Workup

  1. customobtained
  2. customthus formed
  3. customwere purified by silica gel short column
  4. customrecrystallized from a mixture of water and methanol

Sources & evidence

ORD record
ord-c26a484833284f67abdaea910b84aceb
Source dataset
uspto-grants-1991_12
Patent number
US05071994

Reaction notes

Loading…