تفاعل #1583868

ord-75a3f88a3f84454ab1debf234b43bce9

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONAfter the completion of the dropwise addition
  2. 2
    درجة الحرارةunder cooling in an ice bath until the solution
  3. 3
    أخرىAfter the completion of reaction
  4. 4
    أخرىthe reaction solution was rotary evaporated to dryness

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09198902B2uspto-grants-2015_12