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

HRID 327578

Reaktionsgleichung

Reaktionsgleichung von HRID 327578
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-ec9f19126bf44cbeada1c27d3ca0303c
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05273986

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