Water → methyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-propoxyiminoacetate

HRID 465240Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 465240
O.[CH3:2][O:3][C:4](=[O:15])[C:5](=[N:10][O:11][CH2:12][CH2:13][CH3:14])[C:6]([CH2:8]Cl)=O.[NH2:16][C:17]([NH2:19])=[S:18].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH3:2][O:3][C:4](=[O:15])/[C:5](/[C:6]1[N:16]=[C:17]([NH2:19])[S:18][CH:8]=1)=[N:10]\[O:11][CH2:12][CH2:13][CH3:14]

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 2723790ThioureaHCID 542547764-Chloro-2-(n-propoxyimino)acetoacetic acid methyl ester

Produkt 1

HCID 14230751methyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-propoxyiminoacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

To a mixture solution of 20ml of water and 25 ml of ethanol are added 7.0 g of 4-chloro-2-(n-propoxyimino)acetoacetic acid methyl ester, 2.4 g of thiourea and 4.3 g of sodium acetate(trihydrate). The mixture is stirred for one hour at 40° C. The reaction mixture is, under cooling, adjusted to pH 6.5 with a saturated aqueous solution of potassium carbonate, followed by stirring for 30 minutes. The resulting crystals are collected by filtration, washed with water and isopropyl ether in this order, and dried to yield 2-(2-amino-4-thiazolyl)-(Z)-2-(n-propoxyimino)acetic acid methyl ester as crystals, m.p. 115°-116° C.

Aufarbeitung

  1. temperatureunder cooling
  2. stirringby stirring for 30 minutes
  3. filtrationThe resulting crystals are collected by filtration
  4. washwashed with water and isopropyl ether in this order
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-357b11dae9b14d5aaf2e4e760414f474
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04550105

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