In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Chemistry of the thiazoles. II. Synthesis of 4-aminothiazole derivatives, published in 1945, which mentions a compound: 72792-54-2, mainly applied to , COA of Formula: C3H6ClN3S.
AcCO2Et (8 g.) was treated with 11 g. Br in 80 cc. CS2 and excess HBr removed with BaCO3. The crude ester was treated with 3 g. MeCSNH2 in EtOH and the product worked up in the usual manner to give 1 g. Et 2-methyl-4-thiazolecarboxylate (I), colorless elongated plates, m. 64-5°. I could not be converted to 2-methyl-4-acetamidothiazole by the Curtius method described above. A solution of 8.9 g. CS(NH2)2 in 50 cc. hot 50% EtOH was treated with 8.9 g. ClCH2CN. The clear solution was refluxed 15 min., when it set to a crystalline mass, and then it was cooled, filtered, washed with EtOH, and dried to give 17.9 g. 2,4-diaminothiazole-HCl (II), thick rectangular plates, turns brown at 170°, does not m. below 275°; picrate, darkens at 210°, m. 290° (decomposition). The free base could not be isolated. Other thioureas did not give the required 4-aminothiazoles by this method. HCSNH2 and MeCSNH2 with ClCH2CN yielded 1 mol. NH4Cl and an unidentified oil. NH4SCONH2 yielded 1 mol. NH4Cl and NH3. NH2CSCO2Et condensed with ClCH2CN to give 4-keto-2-thiazolinecarboxylate, m. 140°. II (2 g.) was refluxed 45 min. with 5 cc. Ac2O and 5 cc. pyridine, diluted with H2O, and the 2.4 g. of solid which separated was crystallized from H2O to give 2,4-diacetamidothiazole (III), m. 239-41°. A mixture of 4 g. Et 2-amino-4-thiazolecarboxylate and 3 cc. 84% N2H4 in 10 cc. EtOH was refluxed 6 h. and the solvent was distilled The residue was dissolved in boiling H2O, decolorized with charcoal, and evaporated to give 3.5 g. 2-amino-4-thiazolecarboxylic hydrazide (IV), m. 183-94° (H2O). Treatment of 2 g. crude IV in 15 cc. H2O and 3 cc. AcOH at 0° with 1 g. NaNO2 in 6 cc. H2O yielded 1.8 g. of the azide, brown solid, which was decomposed by warming with a mixture of 3 cc. Ac2O and 5 cc. AcOH to give III.
I hope my short article helps more people learn about this compound(Thiazole-2,4-diamine hydrochloride)COA of Formula: C3H6ClN3S. Apart from the compound(72792-54-2), you can read my other articles to know other related compounds.
Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics