Chlorosulfonic acid → HCID 42633764, compound

HRID 1023702Notes

Reaction equation

HRID 1023702 reaction equation
[Cl:1][S:2]([OH:5])(=O)=[O:3].[F:6][C:7]([F:22])([F:21])[C:8]1[N:12]=[CH:11][N:10]([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][C:14]=2[CH3:20])[N:9]=1>C(Cl)Cl>[F:22][C:7]([F:6])([F:21])[C:8]1[N:12]=[CH:11][N:10]([C:13]2[C:14]([CH3:20])=[CH:15][C:16]([CH3:19])=[C:17]([S:2]([Cl:1])(=[O:5])=[O:3])[CH:18]=2)[N:9]=1

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 42633763HCID 42633763, compound

Product 1

HCID 42633764HCID 42633764, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
45 °C

Procedure

Under a nitrogen atmosphere, 5 g of chlorosulphonic acid are introduced and are admixed at room temperature, in portions, with 3.6 g of 3-(trifluoromethyl)-1-(2,4-dimethylphenyl)-1H-1,2,4-triazole. The exothermic reaction raises the temperature of the mixture to around 45° C. The mixture is subsequently stirred at 70° C. for 3 hours and then cooled, and diluted with 20 ml of methylene chloride. The mixture is added with stirring to ice and then the phases are separated and washed with twice 20 ml of methylene chloride. The combined organic phases are concentrated on a rotary evaporator and then chromatographed (CH2Cl2). This gives 3.8 g of solid (76% of theory). This solid is reacted further directly.

Workup

  1. customThe exothermic reaction
  2. temperaturecooled
  3. additionThe mixture is added
  4. stirringwith stirring to ice
  5. customthe phases are separated
  6. washwashed with twice 20 ml of methylene chloride
  7. concentrationThe combined organic phases are concentrated on a rotary evaporator
  8. customchromatographed (CH2Cl2)
  9. customThis solid is reacted further directly

Sources & evidence

ORD record
ord-959d891a0c2a48c6932ba43c80bb13b5
Source dataset
uspto-grants-2014_05
Patent number
US08722717B2

Reaction notes

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