2-Aminobenzenesulfonamide → HCID 135436731, compound

HRID 494546Notes

Reaction equation

HRID 494546 reaction equation
CS[C:3](SC)=[C:4]1[C:13](=[O:14])[C:12]([CH2:16][CH2:17][CH2:18][CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)([CH3:15])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]1=[O:25].[NH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1[S:35]([NH2:38])(=[O:37])=[O:36]>C1(C)C=CC=CC=1>[CH:19]1([CH2:18][CH2:17][CH2:16][C:12]2([CH3:15])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]([OH:25])=[C:4]([C:3]3[NH:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=4[S:35](=[O:36])(=[O:37])[N:38]=3)[C:13]2=[O:14])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1

Participants

4

Reactant 2

HCID 728942-AminobenzenesulfonamideHCID 11774028HCID 11774028, compound

Product 1

HCID 135436731HCID 135436731, compoundYield 865%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
25 °C

Procedure

A solution of Example 36H (0.075 g, 0.186 mmol) and 2-amino-benzenesulfonamide (0.034 g, 0.195 mmol) in toluene (7 mL) was refluxed for 6 hours. The solution was cooled to 25° C. and concentrated in vacuo. The residue was chromatographed on silica gel eluting with hexane followed by 20% and 30% ethyl acetate in hexane to give the desired product (0.77 g, 87%).

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was chromatographed on silica gel eluting with hexane

Sources & evidence

ORD record
ord-7de863cce1ad48078780b446a8e56dc3
Source dataset
uspto-grants-2009_05
Patent number
US07538105B2

Reaction notes

Loading…