Toluene → (E)-5-methoxy-2-[2-[3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]phenylamino]-2-oxoethyl]benzoic acid

HRID 1609339Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1609339
[CH:1]1([C:5]2[N:6]=[C:7](/[CH:10]=[CH:11]/[C:12]3[CH:13]=[C:14]([NH2:18])[CH:15]=[CH:16][CH:17]=3)[S:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.CO[C:21]1[CH:32]=[C:25]2[CH2:26][C:27]([O:29][C:30](=[O:31])[C:24]2=[CH:23][CH:22]=1)=[O:28].C1(C)C=CC=CC=1.[O:40]1CCC[CH2:41]1>>[CH3:41][O:40][C:22]1[CH:21]=[CH:32][C:25]([CH2:26][C:27]([NH:18][C:14]2[CH:15]=[CH:16][CH:17]=[C:12](/[CH:11]=[CH:10]/[C:7]3[S:8][CH:9]=[C:5]([CH:1]4[CH2:4][CH2:3][CH2:2]4)[N:6]=3)[CH:13]=2)=[O:28])=[C:24]([CH:23]=1)[C:30]([OH:29])=[O:31]

Komponenten

5

Edukt 4

HCID 1140TolueneHCID 8028TetrahydrofuranHCID 110196745-Methoxyhomophthalic anhydrideHCID 15136086(E)-3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]benzeneamine

Produkt 1

HCID 20084319(E)-5-methoxy-2-[2-[3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]phenylamino]-2-oxoethyl]benzoic acid

Versuchsvorschrift

A solution of 0.4 g of (E)-3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]benzeneamine, 0.4 g of 5-methoxyhomophthalic anhydride, 50 ml of toluene and 10 ml of tetrahydrofuran was heated to reflux for 0.5 hr. The solvents were removed by rotary evaporation and the residual materials were triturated with ethanol to yield (E)-5-methoxy-2-[2-[3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]phenylamino]-2-oxoethyl]benzoic acid, m.p. 190°-191° C.

Aufarbeitung

  1. temperatureto reflux for 0.5 hr
  2. customThe solvents were removed by rotary evaporation
  3. customthe residual materials were triturated with ethanol

Quellen und Nachweise

ORD-Eintrag
ord-bc6466854cf84088bfb72420786eb254
Quelldatensatz
uspto-grants-1995_03
Patentnummer
US05399702

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