Diisopropylethylamine → ethyl (E)-3-[(E)-aminomethylideneamino]-2-cyano-3-[(4-methoxyphenyl)methylamino]prop-2-enoate

HRID 1052386Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1052386
[C:1](/[C:3](=[C:9](/[NH:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)\SC)/[C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].C(N(CC)C(C)C)(C)C.Cl.[CH:32]([NH2:34])=[NH:33]>C(O)C>[NH2:34]/[CH:32]=[N:33]/[C:9](/[NH:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)=[C:3](\[C:1]#[N:2])/[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 10313058Methanimidamide, hydrochloride (1:1)HCID 131736126(E)-Ethyl 2-cyano-3-((4-methoxybenzyl)amino)-3-(methylthio)acrylate

Produkt 1

HCID 140693035ethyl (E)-3-[(E)-aminomethylideneamino]-2-cyano-3-[(4-methoxyphenyl)methylamino]prop-2-enoateAusbeute 25 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

(E)-Ethyl 2-cyano-3-((4-methoxybenzyl)amino)-3-(methylthio)acrylate was dissolved in 65 mL ethanol. N,N-Diisopropylethylamine (13 mL, 74.44 mmol) and formamidine hydrochloride (2.12 g, 26.33 mmol) were added and the reaction mixture was stirred at room temperature for 48 h. The solvent was concentrated and the residue was directly purified using SP1® Purification System (0% to 10%, dichloromethane-methanol) to give 0.96 g (25% yield) of the title compound as a yellow oil. Purity 85%.

Aufarbeitung

  1. concentrationThe solvent was concentrated
  2. customthe residue was directly purified
  3. customSP1® Purification System (0% to 10%, dichloromethane-methanol)

Quellen und Nachweise

ORD-Eintrag
ord-481c52aaed3041dab195f422e109fc60
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09388189B2

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