Hydrochloric Acid → HCID 178425922, compound

HRID 260346

Reaction equation

HRID 260346 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[OH:10].C(N(CC)CC)C.Cl[S:19]([C:22]1[N:26]=[CH:25][NH:24][N:23]=1)(=[O:21])=[O:20].Cl>ClCCl>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([CH3:9])[C:3]=1[O:10][S:19]([C:22]1[N:26]=[CH:25][NH:24][N:23]=1)(=[O:21])=[O:20]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 106982,4,6-TrimethylphenolHCID 178527437HCID 178527437, compound

Product 1

HCID 178425922HCID 178425922, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.1 g of 2,4,6-trimethylphenol was dissolved in 15 ml of dichloromethane, and 4.2 ml of triethylamine was added while stirring the solution. Further, 4.6 g of 3-chlorosulfonyl-1,2,4-triazole was gradually added while being cooled with ice and stirred. Then, the solution was stirred at room temperature for 14 hours. After that, 2N hydrochloric acid was added to separate the components. The organic layer was washed with water, and then it was dried with magnesium sulfate. Then, the solvent was removed by distillation, so that coarse crystals were obtained. The coarse crystals were recrystallized from n-hexane/ethyl acetate, so that 3.0 g of the titled compound was obtained.

Workup

  1. temperaturewhile being cooled with ice
  2. stirringstirred
  3. stirringThen, the solution was stirred at room temperature for 14 hours
  4. customto separate the components
  5. washThe organic layer was washed with water
  6. dry with materialit was dried with magnesium sulfate
  7. customThen, the solvent was removed by distillation
  8. customso that coarse crystals were obtained
  9. customThe coarse crystals were recrystallized from n-hexane/ethyl acetate, so that 3.0 g of the titled compound
  10. customwas obtained

Sources & evidence

ORD record
ord-7b69206384364620b56e56db4f4fec5d
Source dataset
uspto-grants-1996_06
Patent number
US05527818

Linked notes

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