Reaktion #1583868

ord-75a3f88a3f84454ab1debf234b43bce9

Reaktionsgleichung

O=S(Cl)Cl
Thionyl chloride
COC(=O)C1=C(C)NC(C)=C(C(=O)O)C1c1cccc([N+](=O)[O-])c1
5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid
COC(=O)C1=C(C)NC(C)=C(C(=O)Cl)C1c1cccc([N+](=O)[O-])c1
crude product
COC(=O)C1=C(C)NC(C)=C(C(=O)Cl)C1c1cccc([N+](=O)[O-])c1
methyl 5-chlorocarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONAfter the completion of the dropwise addition
  2. 2
    Temperaturunder cooling in an ice bath until the solution
  3. 3
    SonstigeAfter the completion of reaction
  4. 4
    Sonstigethe reaction solution was rotary evaporated to dryness

Vorschrift

Thionyl chloride (0.4 g, 3.4 mmol) was slowly added to a solution of 5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid (1.0 g, 3 mmol) in dichloromethane dropwisely at −25° C. After the completion of the dropwise addition, the reaction was continued under cooling in an ice bath until the solution became clear. After the completion of reaction, the reaction solution was rotary evaporated to dryness to produce a crude product, which was directly used in the next step.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09198902B2uspto-grants-2015_12