Triethylamine → HCID 57293789, compound

HRID 1733691Notes

Reaction equation

HRID 1733691 reaction equation
[OH:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[N:3]1.C(N(CC)CC)C.[CH:18]([S:26](Cl)(=[O:28])=[O:27])=[CH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>ClCCl>[CH:18]([S:26]([O:1][N:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[N:4]=[N:3]1)(=[O:28])=[O:27])=[CH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 757711-HydroxybenzotriazoleHCID 107500Ethenesulfonyl chloride, 2-phenyl-

Product 1

HCID 57293789HCID 57293789, compoundYield 75.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In dichloromethane (100 ml) are dissolved 1-hydroxy-1,2,3-benzotriazole (5.4 g) and triethylamine (5.6 ml). To the solution is added β-styrenesulfonyl chloride (8.0 g) with stirring at room temperature, and the mixture is stirred for 1 hour. The reaction mixture is washed twice with water (30 ml) and dried over anhydrous magnesium sulfate-charcoal. After drying, the solvent is distilled off. The residue is dissolved in ethyl acetate (20 ml) and thereto is added n-hexane (50 ml) to give needles of 1-(β-styrenesulfonyloxy)-1,2,3-benzotriazole (9.0 g). A part of the product is recrystallized from ethyl acetate-n-hexane to give a pure product, melting point: 102°-103° C.

Workup

  1. stirringthe mixture is stirred for 1 hour
  2. washThe reaction mixture is washed twice with water (30 ml)
  3. dry with materialdried over anhydrous magnesium sulfate-charcoal
  4. customAfter drying
  5. distillationthe solvent is distilled off
  6. dissolutionThe residue is dissolved in ethyl acetate (20 ml)
  7. additionis added n-hexane (50 ml)

Sources & evidence

ORD record
ord-6ee72348e63249c5a3b45d5bbc9b140f
Source dataset
uspto-grants-1980_12
Patent number
US04242507

Reaction notes

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