반응 #1702116

ord-003dbe4c8da8459f95df39b55fd09568

반응 방정식

Nc1cccc(CNc2nc(Cl)ncc2Cl)c1
N-(3-aminobenzyl)-2,5-dichloropyrimidin-4-amine
Cl
hydrogen chloride
CCN(CC)CC
triethylamine
O=[N+]([O-])c1cccc(S(=O)(=O)Cl)c1
m-nitrobenzenesulfonyl chloride
O=[N+]([O-])c1cccc(S(=O)(=O)Nc2cccc(CNc3nc(Cl)ncc3Cl)c2)c1
desired product
수율 95.0%
O=[N+]([O-])c1cccc(S(=O)(=O)Nc2cccc(CNc3nc(Cl)ncc3Cl)c2)c1
N-(3-{[(2,5-Dichloropyrimidin-4-yl)amino]methyl}phenyl)-3-nitrobenzenesulfonamide
수율 95.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타the solvent was removed under vacuum
  2. 2
    workup.ADDITIONThe residue was treated with EtOAc and water
  3. 3
    건조The organic layer was dried over Na2SO4
  4. 4
    여과filtered
  5. 5
    농축concentrated under vacuum

실험 절차

To a mixture of N-(3-aminobenzyl)-2,5-dichloropyrimidin-4-amine.hydrogen chloride (0.20 g, 0.58 mmol) and triethylamine (0.32 mL, 2.3 mmol) in THF (3 mL) was added slowly m-nitrobenzenesulfonyl chloride (0.13 g, 0.58 mmol). The resulting mixture was stirred at rt for 2 hours and the solvent was removed under vacuum. The residue was treated with EtOAc and water. The organic layer was dried over Na2SO4, filtered, and concentrated under vacuum to provide the desired product (0.30 g, 95%). LCMS for C17H14Cl2N5O4S (M+H)+: m/z=453.9, 455.9.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08765727B2uspto-grants-2014_07