4-Nitrobenzenesulfonamide → N-(4-Nitrophenylsulphonyl)-4-[3-(2-benzyloxyphenyl),propyl]benzamide

HRID 2395034

Reaktionsgleichung

Reaktionsgleichung von HRID 2395034
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][CH2:16][CH2:17][C:18]1[CH:26]=[CH:25][C:21]([C:22](O)=[O:23])=[CH:20][CH:19]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:27]([C:30]1[CH:35]=[CH:34][C:33]([S:36]([NH2:39])(=[O:38])=[O:37])=[CH:32][CH:31]=1)([O-:29])=[O:28].Cl.CN(C)CCCN=C=NCC>CN(C1C=CN=CC=1)C.CCOC(C)=O>[N+:27]([C:30]1[CH:31]=[CH:32][C:33]([S:36]([NH:39][C:22](=[O:23])[C:21]2[CH:25]=[CH:26][C:18]([CH2:17][CH2:16][CH2:15][C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)=[CH:19][CH:20]=2)(=[O:37])=[O:38])=[CH:34][CH:35]=1)([O-:29])=[O:28]

Komponenten

6

Edukt 3

HCID 227844-NitrobenzenesulfonamideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 189737644-(3-(2-Benzyloxyphenyl)propyl]benzoic acid

Produkt 1

HCID 18973867N-(4-Nitrophenylsulphonyl)-4-[3-(2-benzyloxyphenyl),propyl]benzamideAusbeute 68,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 4-[3-(2-benzyloxyphenyl)propyl)benzoic acid 0.2 g), 4-nitrobenzenesulphonamide (0.12 g), DMAP (0.15 g) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.12 g) was stirred for 65 hours. The mixture was diluted with EtOAc, washed with water and brine, dried (MgSO4), filtered and evaporated. The residue was purified by flash chromatography on silica gel, eluting with ethyl acetate, to give the title compound (0.21 g) mpt. 112°-113° C.

Aufarbeitung

  1. washwashed with water and brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue was purified by flash chromatography on silica gel
  6. washeluting with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-88281c07bdd14ad4bf75ece76666dd74
Quelldatensatz
uspto-grants-1998_09
Patentnummer
US05811459

Verknüpfte Notizen

Wird geladen…