Sulfuric Acid → HCID 15457193, compound

HRID 1385949Notes

Reaction equation

HRID 1385949 reaction equation
[Cl:1][C:2]1[C:10]2[O:9][C:8]([CH:11](Br)Br)=[CH:7][C:6]=2[C:5]([C:14]2[C:15](=[O:25])[N:16]([CH3:24])[C:17]([C:20]([F:23])([F:22])[F:21])=[CH:18][CH:19]=2)=[C:4]([F:26])[CH:3]=1.S(=O)(=O)(O)[OH:28]>O>[Cl:1][C:2]1[C:10]2[O:9][C:8]([CH:11]=[O:28])=[CH:7][C:6]=2[C:5]([C:14]2[C:15](=[O:25])[N:16]([CH3:24])[C:17]([C:20]([F:23])([F:22])[F:21])=[CH:18][CH:19]=2)=[C:4]([F:26])[CH:3]=1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 15457192HCID 15457192, compound

Product 1

HCID 15457193HCID 15457193, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

0.29 g (0.56 mmol) of 3-(7-chloro-2-dibromomethyl-5-fluorobenzofuran-4-yl)-1-methyl-6-trifluoromethyl-2-(1H)-pyridone was added to 15 ml of sulfuric acid, followed by stirring at 50° C. for 1 hour. Then, the mixture was poured into water and extracted with diethyl ether. After washing with water, the organic layer was dried over anhydrous magnesium sulfate. Ethyl acetate was distilled off under reduced pressure. Then, the obtained crude crystals were washed with n-hexane to obtain 0.20 g (yield: 96%) of the desired product. 1H-NMR (300 MHz, CDCl3) δ value: 3.75(3H,s), 6.84(1H,d), 7.42(1H,d), 7.46(1H,s), 7.61(1H,d), 9.90(1H,s)ppm.

Workup

  1. extractionextracted with diethyl ether
  2. washAfter washing with water
  3. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  4. distillationEthyl acetate was distilled off under reduced pressure
  5. customThen, the obtained crude crystals
  6. washwere washed with n-hexane

Sources & evidence

ORD record
ord-7153bef422794ab08ea38460c32b9ef7
Source dataset
uspto-grants-2001_07
Patent number
US06265349B1

Reaction notes

Loading…