40 s 1h n u2550 ch 9 23 s 1h nh 13 c nmr dmso u03b4 47 1 105 4 117 9 130 3 146 5 149 4 154 2 157 186 9 lc ms m z 283 m 1 a mixture of 4 ethoxymethylene amino 3 phenyl 2 thioxo 1 3 thiazole 5 carbonitrile 12 8 g 28 8 mmol semicarbazide hydrochloride 3 2 g 28 8 mmol and triethyl amine 14 ml in absolute ethanol 80 ml was stirred at 22 u00b0 c for 10 hrs the appeared precipitate was filtered and washed with absolute ethanol 60 ml and water 40 ml to give pure compound 19 6 5 g and purity of compound was confirmed by hplc yield 85 hplc purity 99 white solid mp 225 u00b0 c ir kbr 3245 3162 nh 2 2959 2786 alkyl 1678 c u2550 o cm u2212 1 1 h nmr dmso u03b4 6 37 s 2h nh 2 7 38 7 58 m 5h ar 8 22 s 1h n u2550 ch 8 47 br 1h nh 9 73 s 1h nh 13 c nmr dmso u03b4 98 3 128 7 129 3 131 3 133 8 135 7 155 9 158 5 159 1 164 191 7 lc ms m z 319 m 1 a mixture of 4 ethoxymethylene amino 3 p iodophenyl 2 thioxo 1 3 thiazole 5 carbonitrile 13 4 g 10 mmol semicarbazide hydrochloride 1 2 g 10 mmol and triethyl amine 5 ml in absolute ethanol 45 ml was stirred at 20 u00b0 c for 12 hrs the appeared precipitate was filtered and washed.