(E)-3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]benzeneamine → Methyl 3-methoxybenzoate

HRID 1609340

Reaktionsgleichung

Reaktionsgleichung von HRID 1609340
C1(C2N=C(/C=C/C3C=C(N)C=CC=3)SC=2)CCC1.[CH3:19][O:20][C:21](=[O:34])[C:22]1[CH:27]=[CH:26][C:25](CC(O)=O)=[C:24]([O:32][CH3:33])[CH:23]=1>C(Cl)Cl>[CH3:19][O:20][C:21](=[O:34])[C:22]1[CH:27]=[CH:26][CH:25]=[C:24]([O:32][CH3:33])[CH:23]=1

Komponenten

4

Edukt 2

HCID 15136086(E)-3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]benzeneamineHCID 542548432-Methoxy-4-methoxycarbonyl-phenylacetic acid

Produkt 1

HCID 79332Methyl 3-methoxybenzoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution composed of 0.49 g of (E)-3-[2-[4-(cyclobutyl)-2-thiazolyl]ethenyl]benzeneamine, 0.43 g of 4-carboxymethyl-3-methoxybenzoic acid methyl ester, 0.4 g of N-ethyl-N-(dimethylaminopropyl)carbodiimide and 25 ml of methylene chloride was sealed in a flask and stored at 25° C. for 16 hr. The reaction mixture was then washed with 10 ml of water, dried (MgSO4) and the solvent removed by rotary evaporation. The residual material was purified by silica gel chromatography using ethyl acetate as the eluant to yield 0.62 g of (E)-4-[2-[3-[2-(4-cyclobutyl)-2-thiazolyl]ethenyl]phenylamino]-2-oxoethyl]-3-methoxybenzoic acid methyl ester; m.p., 156°-157° C. from ethyl acetate.

Aufarbeitung

  1. customwas sealed in a flask
  2. washThe reaction mixture was then washed with 10 ml of water
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed by rotary evaporation
  5. customThe residual material was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-89a58424e4b14357beb858368c4086ec
Quelldatensatz
uspto-grants-1995_03
Patentnummer
US05399702

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