Methane → Methyl 2-aminothiazole-5-carboxylate

HRID 250214

Reaktionsgleichung

Reaktionsgleichung von HRID 250214
[CH3:1][O:2][C:3](=[O:8])[CH:4](Cl)[CH:5]=O.[NH2:9][C:10]([NH2:12])=[S:11].C>O>[CH3:1][O:2][C:3]([C:4]1[S:11][C:10]([NH2:12])=[N:9][CH:5]=1)=[O:8]

Komponenten

5

Edukt 3

HCID 297MethaneHCID 2723790ThioureaHCID 14355182Methyl 2-chloro-3-oxopropanoate

Produkt 1

HCID 238005Methyl 2-aminothiazole-5-carboxylateAusbeute 44,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 2.4 g of 2-chloro-3-oxo-propionic acid methyl ester (8-2), water 20 ml and 1.75 g of thiourea was refluxed for 2 hours. The mixture was cooled to room temperature and 0.25 g of norit was added and filtered. A solution of 2.5N sodium hydroxide was added to the filtrate until neutral pH. The filtration yielded 1.23 g (44%) of 2-amino-thiazole-5-carboxylic acid methyl ester (8-3).

Aufarbeitung

  1. temperaturewas refluxed for 2 hours
  2. filtrationfiltered
  3. additionA solution of 2.5N sodium hydroxide was added to the filtrate until neutral pH
  4. filtrationThe filtration

Quellen und Nachweise

ORD-Eintrag
ord-af243986fd30419bacfe52c2db0020cf
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863306B2

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