Ethyl isocyanate → Methyl N-(ethylcarbamoyl)benzenecarboximidate

HRID 1179195Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1179195
[CH3:1][O:2][C:3](=[NH:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH2:11]([N:13]=[C:14]=[O:15])[CH3:12]>>[CH2:11]([NH:13][C:14]([N:10]=[C:3]([O:2][CH3:1])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:15])[CH3:12]

Komponenten

3

Edukt 2

HCID 8022Ethyl isocyanateHCID 345018Methyl benzimidate

Produkt 1

HCID 69416768Methyl N-(ethylcarbamoyl)benzenecarboximidateAusbeute 95,1 %

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A neat mixture of benzimidic acid methyl ester (750 mg, 5.56 mmol) and ethyl isocyanate (808 mg, 11.3 mmol) was stirred at 50° C. for 24 h. Excess isocyanate was removed under vacuum to provide the desired product as a colorless viscous oil (1.09 g, 95%). This material was used without further purification. 1H NMR (400 MHz, CDCl3) δ 1.07 (t, J=7.3 Hz, 3 H), 3.25 (q, J=7.3 Hz, 2 H), 3.87 (s, 3H), 4.97 (br s, 1H), 7.26-7.40 (m, 2H), 7.45 (d, J=7.4 Hz, 1H), 7.69-7.71 (m, 2H). MS, m/z 207=M+1.

Aufarbeitung

  1. customExcess isocyanate was removed under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-e60505ceb0b14bd08ba8ad6240c316d4
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07279472B2

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