Nitric Acid → HCID 22991853, compound

HRID 1168139Notes

Reaction equation

HRID 1168139 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[N:11]([CH3:20])[C:10]2=[O:21])=[C:4]([F:22])[CH:3]=1.[N+:23]([O-])([OH:25])=[O:24]>S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([N:9]2[C:14](=[O:15])[CH:13]=[C:12]([C:16]([F:17])([F:19])[F:18])[N:11]([CH3:20])[C:10]2=[O:21])=[C:4]([F:22])[C:3]=1[N+:23]([O-:25])=[O:24]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 22991854HCID 22991854, compound

Product 1

HCID 22991853HCID 22991853, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Conditions

Temperature
0 °C

Procedure

58 g of 3-[4-chloro-2,6-difluorophenyl]-1-methyl-6-trifluoromethyl-2,4-(1H,3H)-pyrimidinedione were dissolved in 400 ml of concentrated sulfuric acid and, at 0° C., admixed dropwise with a mixture of 10.7 g of 98% strength nitric acid and 10 ml of concentrated sulfuric acid. The mixture was stirred at 0° C. for 30 minutes and then at 20° C. for 18 hours. Another 10.7 g of the acid mixture were then added dropwise at 0° C. The mixture was stirred at 20° C. for two hours and then poured into ice-water, and the resulting precipitate was filtered off with suction and washed with water until neutral. The solid was dried in a vacuum drying cabinet. Yield: 58.0 g;

Workup

  1. waitat 20° C. for 18 hours
  2. stirringThe mixture was stirred at 20° C. for two hours
  3. filtrationthe resulting precipitate was filtered off with suction
  4. washwashed with water until neutral
  5. customThe solid was dried in a vacuum
  6. customdrying cabinet

Sources & evidence

ORD record
ord-9ef002f7991744bc89926fc1ad244179
Source dataset
uspto-grants-2003_09
Patent number
US06624119B1

Reaction notes

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