ChemicalBook CAS DataBase List Ethyl 4-amino-3-(aminocarbonyl)isothiazole-5-carboxylate

Ethyl 4-amino-3-(aminocarbonyl)isothiazole-5-carboxylate synthesis

4synthesis methods

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)-

20992-40-9
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105458-99-9
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Ethyl 4-amino-3-(aminocarbonyl)isothiazole-5-carboxylate

54968-74-0
23 suppliers
$39.00/1mg

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-Λ^L(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)-

1374647-93-4
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623-51-8
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54968-74-0
23 suppliers
$39.00/1mg

References

Acetamide, 2-cyano-2-[[[(4-methylphenyl)sulfonyl]oxy]imino]-

54968-77-3
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623-51-8
228 suppliers
$7.00/25g

54968-74-0
23 suppliers
$39.00/1mg

References

Acetic acid, 2-[[(2-amino-1-cyano-2-oxoethylidene)amino]thio]-, ethyl ester

54968-78-4
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54968-74-0
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References