Reaktion #55552

Reaktionsgleichung

hydrochloric acid

ethyl 2-(2-formamidothiazol-4-yl)-2-methylthiomethoxyiminoacetate

sodium hydroxide

→

2-(2-formamidothiazol-4-yl)-2-methylthiomethoxyiminoacetic acid

Ausbeute 51.9%

Lösungsmittel

methanol

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISTILLATIONwas distilled off in vacuo
2. 2
   Extraktionextracted with ethyl acetate three times
3. 3
   WaschenThe extracts were washed with a saturated aqueous solution of sodium chloride
4. 4
   Trocknendried over magnesium sulfate
5. 5
   Einengenconcentrated in vacuo

Vorschrift

A mixture of ethyl 2-(2-formamidothiazol-4-yl)-2-methylthiomethoxyiminoacetate (syn isomer, 2.4 g.), 1 N aqueous sodium hydroxide (23.8 ml.) and methanol (19.8 ml.) was stirred at 30° C. for 2.5 hours. The resultant solution was adjusted to pH 7 with 10% hydrochloric acid and methanol was distilled off in vacuo. The aqueous solution was adjusted to pH 1 with 10% hydrochloric acid under ice cooling, and extracted with ethyl acetate three times. The extracts were washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and concentrated in vacuo to give 2-(2-formamidothiazol-4-yl)-2-methylthiomethoxyiminoacetic acid (syn isomer, 1.13 g.), mp. 157° C. (dec.).

Quelle