2-Aminobenzenesulfonamide → HCID 42645778, compound

HRID 2283267Notes

Reaction equation

HRID 2283267 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH2:11])(=[O:10])=[O:9].[O:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[C:17]1[CH:22]=[CH:21][C:20](/[CH:23]=[CH:24]/[S:25](Cl)(=[O:27])=[O:26])=[CH:19][CH:18]=1>N1C=CC=CC=1>[O:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[C:17]1[CH:18]=[CH:19][C:20](/[CH:23]=[CH:24]/[S:25]([NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[S:8]([NH2:11])(=[O:9])=[O:10])(=[O:27])=[O:26])=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 728942-AminobenzenesulfonamideHCID 57751057HCID 57751057, compound

Product 1

HCID 42645778HCID 42645778, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Aminobenzenesulfonamide (61 mg, 0.35 mmol) was dissolved in pyridine (2.5 mL) and (E)-2-[4-(2-furyl)phenyl]ethenesulfonyl chloride) (see General procedure for synthesis of styrenyl sulfonyl chlorides) (95 mg, 0.35 mmol) was added. The reaction was stirred at RT overnight. The solvent was removed, the residue was partitioned between water and ethyl acetate, made acidic (HCl) and the mixture was extracted twice with ethyl acetate. The combined organic phases were washed with water, treated with brine, dried (MgSO4), and evaporated to give the title compound (140 mg, 98%).

Workup

  1. additionwas added
  2. customThe solvent was removed
  3. customthe residue was partitioned between water and ethyl acetate
  4. extractionthe mixture was extracted twice with ethyl acetate
  5. washThe combined organic phases were washed with water
  6. additiontreated with brine
  7. dry with materialdried (MgSO4)
  8. customevaporated

Sources & evidence

ORD record
ord-616b04af673f4d13b0f91ef2ffb45ba5
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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