Reaktion #66420

ord-82931409d5b34efca46b5addf10ed463

Reaktionsgleichung

Nc1ccc(C(=O)NS(=O)(=O)c2ccc(Cl)s2)cc1
(4-aminophenyl)-N-[(5-chloro(2-thienyl))sulfonyl]carboxamide
O=C1OC(=O)c2ccccc21
phthalic anhydride
→
O=C(NS(=O)(=O)c1ccc(Cl)s1)c1ccc(N2C(=O)c3ccccc3C2=O)cc1
desired compound
Ausbeute 55.0%
O=C(NS(=O)(=O)c1ccc(Cl)s1)c1ccc(N2C(=O)c3ccccc3C2=O)cc1
[4-(1,3-dioxobenzo[c]azolidin-2-yl)phenyl]-N-[(5-chloro(2-thienyl))sulfonyl]carboxamide
Ausbeute 55.0%

Edukte

Nc1ccc(C(=O)NS(=O)(=O)c2ccc(Cl)s2)cc1
(4-aminophenyl)-N-[(5-chloro(2-thienyl))sulfonyl]carboxamide
O=C1OC(=O)c2ccccc21
phthalic anhydride

Reagenzien

Keine

Lösungsmittel

CN(C)C=O
DMF

Reaktionsbedingungen

Temperatur
110°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe mixture was cooled
  2. 2
    Sonstigepurified by RP-HPLC

Vorschrift

A 22 mg portion (0.070) of (4-aminophenyl)-N-[(5-chloro(2-thienyl))sulfonyl]carboxamide was combined with 15 mg (0.10 mmol) of phthalic anhydride in 140 μL of DMF. After 18 h of heating at 110° C., the mixture was cooled and purified by RP-HPLC, to give 20 mg (55%) of the desired compound. ES-MS (M+H)+=447 (Cl).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08524721B2uspto-grants-2013_09