Research on new synthetic routes about 72792-54-2

Different reactions of this compound(Thiazole-2,4-diamine hydrochloride)Product Details of 72792-54-2 require different conditions, so the reaction conditions are very important.

Product Details of 72792-54-2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Thiazole-2,4-diamine hydrochloride, is researched, Molecular C3H6ClN3S, CAS is 72792-54-2, about Chemotherapy of experimental relapsing fever in mice with antibiotics and synthetic compounds. Author is Thompson, Paul E.; Walker, D. F.; Dunn, Mary C..

Out of 4 antibiotics and 206 synthetic compounds, only subtilin, methylated subtilin, bacitracin, and melarsen oxide were effective in suppressing the spirochetemia in standardized relapsing fever infections in mice.

Different reactions of this compound(Thiazole-2,4-diamine hydrochloride)Product Details of 72792-54-2 require different conditions, so the reaction conditions are very important.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Research on new synthetic routes about 72792-54-2

Different reactions of this compound(Thiazole-2,4-diamine hydrochloride)Product Details of 72792-54-2 require different conditions, so the reaction conditions are very important.

Product Details of 72792-54-2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: Thiazole-2,4-diamine hydrochloride, is researched, Molecular C3H6ClN3S, CAS is 72792-54-2, about Chemotherapy of experimental relapsing fever in mice with antibiotics and synthetic compounds. Author is Thompson, Paul E.; Walker, D. F.; Dunn, Mary C..

Out of 4 antibiotics and 206 synthetic compounds, only subtilin, methylated subtilin, bacitracin, and melarsen oxide were effective in suppressing the spirochetemia in standardized relapsing fever infections in mice.

Different reactions of this compound(Thiazole-2,4-diamine hydrochloride)Product Details of 72792-54-2 require different conditions, so the reaction conditions are very important.

Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Why do aromatic interactions matter of compound: 72792-54-2

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Foye, William O.; Ghosh, Krishnendu published an article about the compound: Thiazole-2,4-diamine hydrochloride( cas:72792-54-2,SMILESS:NC1=NC(N)=CS1.[H]Cl ).Application of 72792-54-2. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:72792-54-2) through the article.

Bis(methylthio) and methylthio amino derivatives of 1-methylpyridinium (and quinolinium)-2-dithioacetic acids, found to have protective activity in mice vs. LDs of γ-radiation, were converted to Cu(II) complexes. The complexes were isolated as double salts with CuCl2, and some were sufficiently soluble to be assayed for superoxide dismutase (SOD) activity. This was done by measuring the inhibition of the superoxide reduction of nitroblue tetrazolium. A pos. correlation was found in both the pyridinium and quinolinium series between the extent of SOD activity and the degree of radiation protection. This provides evidence for a mechanism of whole body radiation protection, based on the ability to dismutate superoxide. Copper complexes of a variety of other heterocyclic ligands showed much less ability to mimic SOD activity.

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The effect of the change of synthetic route on the product 72792-54-2

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《N1- and N4-Substituted sulfanilamides. I》. Authors are De, S. C.; Datta, P. K..The article about the compound:Thiazole-2,4-diamine hydrochloridecas:72792-54-2,SMILESS:NC1=NC(N)=CS1.[H]Cl).Application In Synthesis of Thiazole-2,4-diamine hydrochloride. Through the article, more information about this compound (cas:72792-54-2) is conveyed.

A note stating the various derivatives made by combining heterocyclic rings (pyrazolone, hydroxypyrimidine, and thiazole) with the N1 and N4 of sulfanilamide. The following compounds were prepared 1-(p-Sulfamylphenyl)-3-methyl-5-pyrazolone, m. 246°; 1-(p-sulfamylphenyl)-3-methyl-4-(p-sulfamylazobenzene)-5-pyrazolone, m. 298°; 1-(p-carboxyphenyl)-3-methyl-5-pyrazolone, m. 278°; 1-(p-carboxyphenyl)-3-methyl-4-(p-sulfamylazobenzene)-5-pyrazolone, m. 291°; 1-(p-sulfophenyl)-3-methyl-5-pyrazolone, m. 306°; 1-(p-sulfophenyl)-3-methyl-4-(p-sulfamylazobenzene)-5-pyrazolone, m. above 320°; N1-antipyryl-N4-acetylsulfanilamide, m. 265°; N1-antipyrylsulfanilamide, m. 249°; 4-(p-sulfamylazobenzene)-3-amino-5-pyrazolone, m. 274°; 2-(N-acetylsulfanilyl)-3-methyl-5-pyrazolone, m. 195°; 2-sulfanilyl-3-methyl-5-pyrazolone, m. 169°; 1-(N-acetylsulfanilyl)-3-methyl-5-pyrazolone, m. 167°; 2,4-diaminothiazole hydrochloride; 2,4-diamino-5-(sulfamylazobenzene)thiazole, m. 185°; 2,4-diamino-6-hydroxy-5-pyrimidyl(p-sulfamylazobenzene), m. above 300°; sulfanilylguanidine, m. 189°. Details to be published.

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Extracurricular laboratory: Synthetic route of 72792-54-2

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.

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.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Synthesis and properties of 2,4-diaminothiazoles》. Authors are Davies, W.; Maclaren, J. A.; Wilkinson, L. R..The article about the compound:Thiazole-2,4-diamine hydrochloridecas:72792-54-2,SMILESS:NC1=NC(N)=CS1.[H]Cl).Application In Synthesis of Thiazole-2,4-diamine hydrochloride. Through the article, more information about this compound (cas:72792-54-2) is conveyed.

CS(NH2)2 (I) and ClCH2CN (1 mol. each) in 15 parts MeOH, kept 3 weeks at room temperature or 1 week at 35°, give a nearly quant. yield of 2,4-diaminothiazole (II) HCl salt (III), m. above 360°; EtOH can be used as the solvent [a good yield of III results on refluxing 4 hrs.]; with Me2CO as the solvent, an oil gradually seps. and slowly crystallizes, yielding III; with N NaOH III yields II, m. 143° (decomposition). II yields a picrate, m. 233° (decomposition) (Land, et al., C.A. 41, 412i, gave above 350°). III (3.4 g.) in 10 cc. H2O, treated with 8 cc. 10% NaOH and then with 4 cc. Ac2O, gives 58% of 2,4-diacetamidothiazole, m. 240-1°, unchanged by boiling Ac2O in C5H5N, does not form a picrate. I and PhCHBrCN in EtOH (6 days at 35° or 6 hrs. on the water bath) give 83% of the HBr salt (IV), m. above 250° (decomposition), of 2,4-diamino-5-phenylthiazole (V), m. 163-4° (decomposition); picrate, yellow, m. 189-91° (decomposition). IV (2.7 g.), warmed with 1 cc. C5H5N, cooled, and treated with 10 cc. Ac2O (6 days at room temperature), gives 69% of the 2,4-di-Ac derivative (VI)of V, m. 233-4° [picrate (VII), yellow, m. 203-7° (decomposition)]. IV (5.4 g.), 2 cc. C5H5N, and 20 cc. Ac2O, refluxed 1 hr., give 92% 2,4-diacetamido-3-acetyl-5-phenylthiazole (VIII), m. 193-4.5°; VIII results on refluxing VI 1 hr. in Ac2O; refluxed 6 hrs. in 20% EtOH or treated 12 hrs. at room temperature with EtOH containing 0.33 ml. 10% NaOH, VIII yields VI; alc. picric acid gives VII. I (3.8 g.) and 4.5 g. MeCHClCN in 50 cc. 96% EtOH, kept 10 weeks at 40°, give 51% 2,4-diamino-5-methylthiazole (IX) HCl salt (X), m. 229-31° (decomposition); X results in 40% yield by refluxing the reactant 20 hrs. in EtOH. Mol. quantities of I, MeCHClCN, and NaI in EtOH, 3 months at room temperature, give 75% of the HI salt (XI) of IX, cream, m. 225° (decomposition); the yield is 72% on boiling the solution 10 hrs. X or XI with NaOH or NH4OH gives 2-amino-4-hydroxy-5-methylthiazole, m. 207-8° (decomposition); this results also on refluxing I and MeCHClCONH2 9 hrs. in EtOH. X is unchanged on heating with concentrated HCl on the water bath; 14 N H2SO4 gives an alkali-soluble oil (probably 2,4-dihydroxy-5-methylthiazole). IX picrate, orange, m. 216-17°; di-Ac derivative of IX, m. 23°. I and Me2CBrCN [MeCH(CN)CH2Cl] do not react on refluxing 13 hrs. in EtOH; PhNHCSNH2 and ClCH2CN, refluxed 1 hr. and kept 3 weeks at room temperature, give a small quantity of 4-hydroxy-2-anilinothiazole. CO(NH2)2 does not react with ClCH2CN (1 month at room temperature or refluxed 16 hrs.). CSe(NH2)2 (1.3 g.) and 0.7 g. ClCH2CN in 20 cc. EtOH, refluxed 2.5 hrs., give 0.8 g. 2,4-diaminoselenazole-HCl, does not m. at 250°, slowly deposits Se from hot aqueous-alc. solution; picrate, golden, m. 220-5°. III (0.5 g.) in 7.5 cc. H2O, refluxed 6 hrs., give 85% 2-amino-4-hydroxythiazole, m. 230-40° (decomposition); 1.5 g. III, 10 cc. H2O, and 5 cc. concentrated HCl, refluxed 5 hrs., give 2,4-dihydroxythiazole (XII). IV (5% aqueous solution), refluxed 3 hrs., gives 2-amino-4-hydroxy-5-phenyl thiazole, m. 229-30° [also formed (58% yield) from 5.6 g. PhCHBrCONH2 and 1.5 g. I in 50 cc. boiling EtOH (2.5 hrs.)]; picrate, m. 204°. Prepared in a similar manner to XII, but refluxed only 2 hrs., 2,4-dihydroxy-5-phenylthiazole m. 130-1°; it results also on refluxing 1 g. VI or VIII with 10 cc. 6 N HCl. H2NCS2NH4 (1.5 g.) and 2.2 g. PhNHCO2Et in 20 cc. 75% EtOH, 1 month at 35-40°, give 0.1 g. 5-benzylidenerhodanine, m. 203-4°; however, ClCH2CN gives only NH4Cl and S-containing indefinite liquids, which are also obtained with MeCSNH2, H2NCS2CH2Ph, or H2NCSNHCH2CH:CH2. V is a very potent analeptic but IX is without action.

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Archives for Chemistry Experiments of 72792-54-2

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Application In Synthesis of Thiazole-2,4-diamine hydrochloride. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Thiazole-2,4-diamine hydrochloride, is researched, Molecular C3H6ClN3S, CAS is 72792-54-2, about Tautomerism of some aminothiazoles. Author is Forlani, Luciano; Magagni, Mauro; Todesco, Paolo E..

The 1H NMR of several 2,4-diaminothiazoles were measured in Me2SO. Hydrohalide salts of aminothiazoles are present in the imino form. The possibility that the NH2 group at C-2 of the thiazole ring may be in the imino form is discussed.

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