2-Aminobenzenesulfonamide → HCID 135454868, compound

HRID 494518Notes

Reaction equation

HRID 494518 reaction equation
CS[C:3](SC)=[C:4]1[C:13](=[O:14])[C:12]([CH3:18])([CH2:15][CH2:16][CH3:17])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]1=[O:19].[NH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[S:29]([NH2:32])(=[O:31])=[O:30]>C1(C)C=CC=CC=1>[O:31]=[S:29]1(=[O:30])[C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=2[NH:22][C:3]([C:4]2[C:13](=[O:14])[C:12]([CH3:18])([CH2:15][CH2:16][CH3:17])[C:11]3[C:6]([C:5]=2[OH:19])=[CH:7][CH:8]=[CH:9][CH:10]=3)=[N:32]1

Participants

4

Reactant 2

HCID 728942-AminobenzenesulfonamideHCID 11186291HCID 11186291, compound

Product 1

HCID 135454868HCID 135454868, compoundYield 99.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
25 °C

Procedure

A solution of Example 26F (0.092 g, 0.287 mmol) and 2-amino-benzenesulfonamide (0.052 g, 0.301 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 (0.113 g, 99%).

Workup

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

Sources & evidence

ORD record
ord-d614b717303a4d6daa4755edb15624c9
Source dataset
uspto-grants-2009_05
Patent number
US07538105B2

Reaction notes

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