Ethyl 4-amino-3-(aminocarbonyl)isothiazole-5-carboxylate synthesis
- Product Name:Ethyl 4-amino-3-(aminocarbonyl)isothiazole-5-carboxylate
- CAS Number:54968-74-0
- Molecular formula:C7H9N3O3S
- Molecular Weight:215.23
![Acetamide, 2-cyano-2-[[[(4-methylphenyl)sulfonyl]oxy]imino]-, (2E)-](/CAS/20210305/GIF/20992-40-9.gif)
Yield:54968-74-0 95%
Reaction Conditions:
with morpholine in ethanol; for 0.583333 h;Cooling with ice;
Steps:
AV.C
To a stirred suspension of (E)-2-Amino-2-oxo-ΛL(tosyloxy)acetimidoyl cyanide (11.01 g, 36.3 mmol) in ethanol (30 mL, 0.6 mol) cooled over an ice bath was added ethyl thioglycolate (4.77 mL, 43.5 mmol). Morpholine (4.75 mL, 54.5 mmol) dissolved in 6 mL ethanol was added via an addition funnel over fifteen minutes. After twenty minutes the reaction mixture was diluted with 150 mL ice water. The precipitated solid was collected by filtration and dried over vacuum to give ethyl 4-amino-3-carbamoylisothiazole-5-carboxylate (7.443 g, 95 %). 1H NMR (500 MHz, DMSO-J6) δ 8.11 (s, IH), 7.75 (s, IH), 6.83 (s, 2H), 4.34 -4.26 (m, 2H), 1.29 (t, J= 7.1 Hz, 3H).
References:
WO2011/25940,2011,A1 Location in patent:Page/Page column 86
![Acetamide, 2-cyano-2-[[[(4-methylphenyl)sulfonyl]oxy]imino]-, (2Z)-](/CAS/20210305/GIF/1374647-93-4.gif)
1374647-93-4
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![Acetamide, 2-cyano-2-[[[(4-methylphenyl)sulfonyl]oxy]imino]-](/CAS/20210305/GIF/54968-77-3.gif)
![Acetic acid, 2-[[(2-amino-1-cyano-2-oxoethylidene)amino]thio]-, ethyl ester](/CAS/20210305/GIF/54968-78-4.gif)
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54968-74-0
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