Ethyl 2-(2-aminothiazol-4-yl)glyoxylate

REFERENCE In 70 ml of ethanol containing 10% of HCl is suspended 2.44 g of the methylnitron of ethyl 2-(2-aminothiazol-4-yl)-2-(anti)-hydroxyiminoacetate, which is N-(2-aminothiazol-4-yl-ethoxycarbonyl)methylenemethylamine N-oxide, melting point: 184-185 C. The mixture is stirred at room temperature for 16 hours. The reaction mixture is concentrated under reduced pressure and, following addition of 10 ml of water, the residue is adjusted to pH 7.5 with a 5% aqueous solution of sodium hydrogen carbonate and extracted with ethyl acetate. The ethyl acetate layer is washed with water and dried. The ethyl acetate is then distilled off and the residue is recrystallized from ethanol. By the above procedure is obtained 1.54 g of ethyl 2-aminothiazol-4-ylglyoxylate as yellow crystals melting at 143.3 C. Elemental analysis, for C7 H8 N2 O3 S: Calcd. C, 41.98; H, 4.02; N, 13.99, Found C, 41.83; H, 4.14; N, 13.98.REFERENCE In 20 ml of ethanol containing 10% of HCl is suspended 1.2 g of the methylnitron of 2-(2-aminothiazol-4-yl)-2-(syn)-hydroxyiminoacetate, i.e. N-(2-aminothiazol-4-yl-ethoxycarbonyl)methylenemethylamine N-oxide, melting point: 111.6 C. and the suspension is stirred at room temperature for 16 hours. Thereafter, the procedure of Reference is repeated to obtain 0.7 g of ethyl 2-aminothiazol-4-ylglyoxylate as yellow crystals.

Used as cephalosporin intermediate

Molecular Weight:200.22
XLogP3:1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:4
Exact Mass:200.02556330
Monoisotopic Mass:200.02556330
Topological Polar Surface Area:111
Heavy Atom Count:13
Complexity:222
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes