Triethylamine → HCID 12971695, compound

HRID 413336Notes

Reaction equation

HRID 413336 reaction equation
[CH3:1][C:2]1[CH:22]=[CH:21][C:5]2[N:6](S(C3C=CC(C)=CC=3)(=O)=O)[S:7](=[O:10])(=[O:9])[O:8][C:4]=2[CH:3]=1.S(Cl)(Cl)(=O)=O.OC1C=C(C)C=CC=1NS(C1C=CC(C)=CC=1)(=O)=O.C(N(CC)CC)C>C(Cl)Cl>[CH3:1][C:2]1[CH:22]=[CH:21][C:5]2[NH:6][S:7](=[O:10])(=[O:9])[O:8][C:4]=2[CH:3]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 24648Sulfuryl chlorideHCID 15183276HCID 15183276, compoundHCID 18533223HCID 18533223, compound

Product 1

HCID 12971695HCID 12971695, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-78 °C

Procedure

6-Methyl-3-(toluene-4-sulfonyl)-3H-benzo[1,2,3]oxathiazole 2,2-dioxide At-78° C., a solution of sulfuryl chloride (450 μl, 5.41 mmol) in CH2Cl2 (10 ml) is slowly added dropwise to a solution of N-(2-hydroxy-4-methylphenyl)-4-methyl-benzenesulfonamide (1.5 g, 5.41 mmol) and triethylamine (1.5 ml), and the mixture is stirred at −78° C. for one hour. After thawing to RT, the solvent is distilled off under reduced pressure and the residue is purified by RP chromatography.

Workup

  1. customAfter thawing to RT
  2. distillationthe solvent is distilled off under reduced pressure
  3. customthe residue is purified by RP chromatography

Sources & evidence

ORD record
ord-e3b187d911554852baeb2095fa7160f0
Source dataset
uspto-grants-2003_05
Patent number
US06566390B2

Reaction notes

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