2-Aminobenzenesulfonamide → HCID 57751069, compound

HRID 2283288Notes

Reaction equation

HRID 2283288 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][C:6]([S:10](Cl)(=[O:12])=[O:11])=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[S:21]([NH2:24])(=[O:23])=[O:22]>N1C=CC=CC=1>[S:21]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[NH:14][S:10]([C:6]1[CH:5]=[C:4]2[C:9](=[CH:8][CH:7]=1)[CH2:1][CH2:2][CH2:3]2)(=[O:12])=[O:11])(=[O:22])(=[O:23])[NH2:24]

Participants

4

Reactant 2

HCID 728942-AminobenzenesulfonamideHCID 3142583Indan-5-sulfonyl chloride

Product 1

HCID 57751069HCID 57751069, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Indan-5-sulfonyl chloride (43 mg, 0.2 mmol) was added to a pyridine stock solution of 1.34M 2-amino-benzenesulfonamide (0.150 mL, 0.2 mmol). The reaction mixture was shaken overnight followed by solvent removal under vacuo. The crude mixture was dissolved in DMSO and purified by preparative HPLC (XTerra MS C8 column, acetonitrile/ammonium acetate buffer) to give the title compound (22 mg, 32%) as a white solid. MS m/z M−H 351. Rf 0.91 min (see above system in General procedure for Examples 23-43).

Workup

  1. customfollowed by solvent removal under vacuo
  2. dissolutionThe crude mixture was dissolved in DMSO
  3. custompurified by preparative HPLC (XTerra MS C8 column, acetonitrile/ammonium acetate buffer)

Sources & evidence

ORD record
ord-ba5be8221ae9478facd1295fe22a3a03
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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