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

HRID 653297Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 653297
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 20 ml 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-2c702db0d10f4b29a5bbd671388558b0
Quelldatensatz
uspto-grants-1987_06
Patentnummer
US04675397

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