Hydrochloric Acid → HCID 50991175, compound

HRID 471334Notes

Reaction equation

HRID 471334 reaction equation
[F:1][CH:2]([F:20])[C:3]1[N:7]=[CH:6][N:5]([C:8]2[C:9]([CH3:19])=[CH:10][C:11]([CH3:18])=[C:12]([S:14](Cl)(=O)=O)[CH:13]=2)[N:4]=1.Cl>C(O)(=O)C.[Fe]>[S:14]([C:12]1[CH:13]=[C:8]([N:5]2[CH:6]=[N:7][C:3]([CH:2]([F:20])[F:1])=[N:4]2)[C:9]([CH3:19])=[CH:10][C:11]=1[CH3:18])[S:14][C:12]1[CH:13]=[C:8]([N:5]2[CH:6]=[N:7][C:3]([CH:2]([F:20])[F:1])=[N:4]2)[C:9]([CH3:19])=[CH:10][C:11]=1[CH3:18]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58152678HCID 58152678, compound

Product 1

HCID 50991175HCID 50991175, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

A quantity of 5.4 g of 5-[3-(difluoromethyl)-1H-1,2,4-triazol-1-yl]-2,4-dimethylbenzenesulphonyl chloride is dissolved in 25 ml of glacial acetic acid, and 4.6 ml of hydrochloric acid (32% strength) are added. The mixture is heated at 120° C. (reflux). Then 2.53 g of iron powder in portions are added. Following complete reaction, the major part of glacial acetic acid is distilled off, and water and dichloromethane are added. Following phase separation and concentration of the organic phase on a rotary evaporator, and after chromatographic purification (CH2Cl2), 1.9 g (49.5% of theory) of a white solid are obtained.

Workup

  1. temperature(reflux)
  2. customreaction
  3. distillationthe major part of glacial acetic acid is distilled off
  4. additionwater and dichloromethane are added
  5. customFollowing phase separation and concentration of the organic phase
  6. customon a rotary evaporator
  7. customafter chromatographic purification (CH2Cl2), 1.9 g (49.5% of theory) of a white solid
  8. customare obtained

Sources & evidence

ORD record
ord-546cbfd664d84081ba679b4a2eb0f088
Source dataset
uspto-grants-2014_01
Patent number
US08632767B2

Reaction notes

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