Allylamine → Ethyl 4-(allylamino)-2-phenyl-5-pyrimidinecarboxylate

HRID 225332

Reaktionsgleichung

Reaktionsgleichung von HRID 225332
[CH2:1]([O:3][C:4]([C:6]1[C:7](Cl)=[N:8][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:10][CH:11]=1)=[O:5])[CH3:2].[CH2:19]([NH2:22])[CH:20]=[CH2:21]>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[C:7]([NH:22][CH2:19][CH:20]=[CH2:21])=[N:8][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[N:10][CH:11]=1)=[O:5])[CH3:2]

Komponenten

4

Edukt 2

HCID 7853AllylamineHCID 239537Ethyl 4-chloro-2-phenylpyrimidine-5-carboxylate

Produkt 1

HCID 2767635Ethyl 4-(allylamino)-2-phenyl-5-pyrimidinecarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 5 g. (0.019 mole) of 4-chloro-2-phenyl-5-pyrimidine carboxylic acid ethyl ester and 2.2 g. (0.038 mole) of allylamine in 150 ml. of ethanol was refluxed 3 hours. At this point, the solution was concentrated to 30 ml. and chilled. A yellow crystalline solid formed and was filtered off to give 4-(2-propenylamino)-2-phenyl-5-pyrimidine carboxylic acid ethyl ester--m.p. 49°-54° C. This compound was used in the next step directly without further purification.

Aufarbeitung

  1. additionA mixture of 5 g
  2. concentrationAt this point, the solution was concentrated to 30 ml
  3. temperatureand chilled
  4. customA yellow crystalline solid formed
  5. filtrationwas filtered off

Quellen und Nachweise

ORD-Eintrag
ord-653f4613f1c94cf382ffbc7ac86ffd6f
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04236004

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