4-Toluenesulfonyl chloride → HCID 15573074, compound

HRID 1733221Notes

Reaction equation

HRID 1733221 reaction equation
[C:1]([C:5]1[C:10]2[NH:11][C:12]3[C:17]([C:9]=2[C:8]([OH:18])=[CH:7][N:6]=1)=[CH:16][CH:15]=[CH:14][CH:13]=3)([O:3][CH3:4])=[O:2].[C:19]1([CH3:29])[CH:24]=[CH:23][C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1.C(=O)([O-])[O-].[Na+].[Na+]>O1CCOCC1>[C:1]([C:5]1[C:10]2[NH:11][C:12]3[C:17]([C:9]=2[C:8]([O:18][S:25]([C:22]2[CH:23]=[CH:24][C:19]([CH3:29])=[CH:20][CH:21]=2)(=[O:27])=[O:26])=[CH:7][N:6]=1)=[CH:16][CH:15]=[CH:14][CH:13]=3)([O:3][CH3:4])=[O:2]

Participants

5

Reactant 3

HCID 73974-Toluenesulfonyl chlorideHCID 10340Sodium CarbonateHCID 15573072HCID 15573072, compound

Product 1

HCID 15573074HCID 15573074, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In 10 ml of dioxane were dissolved 24.2 mg of the product of Example 2, followed by addition of 19.0 mg of p-toluenesulfonyl chloride and 10 mg of sodium carbonate. The mixture was stirred at room temperature for 4 hours and the resultant crystals were recovered by filtration and recrystallized from methanol to yield 35 mg of the title compound as colorless needles, m.p. 230°-231° C. Yield 89.7%.

Workup

  1. filtrationthe resultant crystals were recovered by filtration
  2. customrecrystallized from methanol

Sources & evidence

ORD record
ord-3a08ad9bf00f47828695efffe415bbc9
Source dataset
uspto-grants-1980_12
Patent number
US04241064

Reaction notes

Loading…