Isocyanate → Methyl 3-{[(N-Methylcarbamoyl)methylthio]methyl}-4-oxo-4-(3-pyridyl)butanoate

HRID 2184729Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2184729
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([C:9](=[CH2:15])[CH2:10][C:11]([O:13][CH3:14])=[O:12])=[O:8])[CH:2]=1.[CH3:16][NH:17][C:18](=[O:21])[CH2:19][SH:20].[N-]=C=O>ClCCl.C(N(CC)CC)C>[CH3:16][NH:17][C:18]([CH2:19][S:20][CH2:15][CH:9]([C:7](=[O:8])[C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)[CH2:10][C:11]([O:13][CH3:14])=[O:12])=[O:21]

Komponenten

6

Edukt 3

HCID 105034IsocyanateHCID 4047279Acetamide, 2-mercapto-N-methyl-HCID 22457736Methyl 3-(3-Pyridylcarbonyl)but-3-enoate

Produkt 1

HCID 22457729Methyl 3-{[(N-Methylcarbamoyl)methylthio]methyl}-4-oxo-4-(3-pyridyl)butanoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittel2×HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

A solution of methyl 3-(3-pyridylcarbonyl)but-3-enoate in dichloromethane (0.5 mL, 0.1 mM), triethylamine in dichloromethane (0.5 mL, 0.1 mM) and N-methyl-2-sulfanylacetamide (0.6 mL, 0.12 mmol) was stirred for 24 h. PS isocyanate resin (60 mg) was added to the reaction mixture and stirred for 24 h. The solution was filtered and concentrated to give the title compound in quantitative yield, ESMS, (M+1)+311.

Aufarbeitung

  1. filtrationThe solution was filtered
  2. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-97fe9f0aa32c4e15b247125eab8ce31c
Quelldatensatz
uspto-grants-2002_06
Patentnummer
US06399606B1

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