2-Aminobenzenesulfonamide → HCID 135431633, compound

HRID 2224846Notes

Reaction equation

HRID 2224846 reaction equation
CS[C:3](SC)=[C:4]1[C:13](=[O:14])[C:12]([CH3:20])([CH2:15][CH2:16][CH:17]([CH3:19])[CH3:18])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]1=[O:21].[NH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[S:31]([NH2:34])(=[O:33])=[O:32]>C1(C)C=CC=CC=1>[O:32]=[S:31]1(=[O:33])[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[NH:24][C:3]([C:4]2[C:13](=[O:14])[C:12]([CH3:20])([CH2:15][CH2:16][CH:17]([CH3:18])[CH3:19])[C:11]3[C:6]([C:5]=2[OH:21])=[CH:7][CH:8]=[CH:9][CH:10]=3)=[N:34]1

Participants

4

Reactant 2

HCID 728942-AminobenzenesulfonamideHCID 11198861HCID 11198861, compound

Product 1

HCID 135431633HCID 135431633, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
25 °C

Procedure

A solution of Example 28F (0.087 g, 0.250 mmol) and 2-amino-benzenesulfonamide (0.045 g, 0.262 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 (0.105 g, 99%).

Workup

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

Sources & evidence

ORD record
ord-c3e6296f7d7d4b0d81c98f0106cb6565
Source dataset
uspto-grants-2008_05
Patent number
US07378414B2

Reaction notes

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