Acetic Anhydride → Methyl 4-formamidopyridine-2-carboxylate

HRID 1075258

Reaktionsgleichung

Reaktionsgleichung von HRID 1075258
[C:1](OC(=O)C)(=[O:3])C.[NH2:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([C:15]([O:17][CH3:18])=[O:16])[CH:10]=1>C(O)=O>[CH:1]([NH:8][C:9]1[CH:14]=[CH:13][N:12]=[C:11]([C:15]([O:17][CH3:18])=[O:16])[CH:10]=1)=[O:3]

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 3759117Methyl 4-aminopyridine-2-carboxylate

Produkt 1

HCID 13060165Methyl 4-formamidopyridine-2-carboxylateAusbeute 63,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 284Formic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A mixture of formic acid (20 g.) and acetic anhydride (41.3 g.) was stirred for 30 minutes at 50° C. and thereto was added methyl 4-amino-2-pyridinecarboxylate (11 g.) at ambient temperature, and then the mixture was stirred for 2 hours at 70°-75° C. After the removal of the solvent from the reaction mixture, the residue was recrystallized from ethanol (160 ml.) to give a pale yellow powder of methyl 4-formamido-2-pyridinecarboxylate (8.3 g.), mp. 185° to 186.5° C.

Aufarbeitung

  1. stirringthe mixture was stirred for 2 hours at 70°-75° C
  2. customAfter the removal of the solvent from the reaction mixture
  3. customthe residue was recrystallized from ethanol (160 ml.)

Quellen und Nachweise

ORD-Eintrag
ord-3a2ffe9d3883445f859794322cdea00b
Quelldatensatz
uspto-grants-1983_07
Patentnummer
US04395411

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