61514-89-4

Usage

Uses

Used in Pharmaceutical Industry:
(2Z)-2-imino-4-methyl-1,3-thiazol-3(2H)-amine is used as a potential active pharmaceutical ingredient for its antimicrobial, antifungal, and anticancer properties. Its unique molecular structure allows it to target specific biological pathways, making it a candidate for the development of new drugs to treat various diseases.
Used in Agrochemical Industry:
In the agrochemical industry, (2Z)-2-imino-4-methyl-1,3-thiazol-3(2H)-amine is used as a bioactive compound for its potential antimicrobial and antifungal properties. It can be employed in the development of pesticides and fungicides to protect crops from diseases and pests, thereby increasing agricultural productivity.
Used in Material Science:
(2Z)-2-imino-4-methyl-1,3-thiazol-3(2H)-amine's unique molecular structure and properties also make it a candidate for use in material science. It could be utilized in the development of new materials with specific properties, such as improved stability, reactivity, or selectivity, depending on the application requirements.

Upstream product

• 14397-07-0 2-amino-5-methyl-1,3,4-thiadiazine hydrochloride 

Downstream Products

• 62033-01-6 3-benzoylamino-2-benzoylimino-4-methyl-2,3-dihydro-thiazole 

Relevant academic research and scientific papers

The Rearrangement of 2-Amino-1,3,4-thiadiazines to 3-Amino-2-thiazolimines. Part 1. The Rates of Rearrangement of a Series of 5-Alkyl- and 5-Aryl-2-amino-1,3,4-thiadiazines at 30 and 50 deg C

The rates of rearrangement of the series 5-methyl, 5-ethyl, 5-isopropyl-, and 5-t-butyl-2-amino-1,3,4-thiadiazines in strong acid have been followed by observing the u.v. absorptions of the protonated thiadiazine substrates or the product thiazolimines.The rates of rearrangement were found to be first order with respect to the thiadiazine concentration and the rates decreased along the series in a manner characteristic of an SN2 reaction.The rates of rearrangement of 2-amino-1,3,4-thiadiazines with phenyl, p-nitrophenyl, and p-hydroxyphenyl groups in the 5-position were all extremely slow whereas 2-amino-5-benzyl-1,3,4-thiadiazine rearranged much faster than these arylthiadiazines but more slowly than the 5-methyl and 5-ethyl compounds.The rearrangement rates of 2-amino-5-methyl-1,3,4-thiadiazine were followed at various acid strengths within the range 4.47-8.12M-HCl.The reaction ultimately reached equilibrium, and the measured constant, k1, was equal to the sum of the velocity constants (kr + k-r) of the forward and backward reactions.Both kr and k-r were found to be similarly dependent on acidity and water activity.Using H0 values derived by Long and Paul with substituted anilines, a plot of log10k1 against -H0 was found to be linear and of slope equal to 0.92.A slope of -5.4 (w*) was obtained from the Bunnett plot of log10k1/CH(1+) against log10aw.A Yagil plot of log10k1/CH(1+) against log10Cw was linear and of slope equal to -2.95 at acidities less than 6.9M-HCl.Replacement of H by D at position 6 in all the thiadiazines was observed in D2O only in strong acid and D was incorporated both into the unchanged thiadiazaine and the product thiazolimine (at position 5).A mechanism is suggested for the rearrangement which involves transannular nucleophilic attack by N(3) at an sp3 carbon atom in the 5 position of the thiadiazines.