50608-12-3

Usage

Uses

Used in Chemical Synthesis:
5-tert-butyl-N-methyl-1,3,4-thiadiazol-2-amine is used as a synthetic intermediate for the production of various chemicals, including pharmaceuticals and agrochemicals. Its unique chemical structure allows it to be a versatile building block in the synthesis of complex molecules.
Used in Herbicide Production:
In the agricultural industry, 5-tert-butyl-N-methyl-1,3,4-thiadiazol-2-amine is used in the synthesis of Tebuthiuron (T013620), a nonselective broad-spectrum herbicide. This herbicide is effective in controlling a wide range of weeds, including woody and herbaceous plants, making it a valuable tool for farmers and gardeners to maintain healthy crops and landscapes.
5-tert-butyl-N-methyl-1,3,4-thiadiazol-2-amine 5-tert-butyl-N-methyl-1,3,4-thiadiazol-2-amine plays a crucial role in the development of various applications across different industries, particularly in chemical synthesis and agriculture. Its unique properties and reactivity make it a valuable component in the creation of new and innovative products.

InChI:InChI=1/C7H13N3S/c1-7(2,3)5-9-10-6(8-4)11-5/h1-4H3,(H,8,10)

Upstream product

• 51672-22-1 4-methyl-1-trimethylacetyl-3-thiosemicarbazide 
• 6610-29-3 4-methylthiosemicarbazide 
• 75-98-9 Trimethylacetic acid 
• 3282-30-2 pivaloyl chloride 
• 42826-42-6 pivalohydrazide 

Downstream Products

• 34014-18-1 tebuthiuron 
• 106141-32-6 N-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-N-methylcarbamoyl chloride 

Relevant academic research and scientific papers

Preparation method of 2-methylamino-5-t-butyl-1,3,4-thiadiazole

The invention relates to a preparation method of 2-methylamino-5-t-butyl-1,3,4-thiadiazole. The method comprises the following steps: adding 4-methylthiosemicarbazide and pivaloyl chloride into a reaction kettle, adding a first organic solvent, performing a reaction, heating the obtained solution, adding the dehydrating agent pivaloyl chloride again, carrying out a reaction for 1-3 h, cooling theobtained solution to 30-60 DEG C, filtering the cooled solution, and adding water to the obtained filtrate to obtain pivalic acid; and adding an alkali to a solid obtained by the filtration in order to adjust the pH value to 7-8, adding a second organic solvent, performing stirring, and carrying out reduced pressure distillation on the obtained organic phase to obtain the 2-methylamino-5-t-butyl-1,3,4-thiadiazole. The method has few side reactions, and the pivalic acid produced by the reaction can be used to further prepare pivaloyl chloride for reuse, so the method is in line with the development direction of modern green chemistry.

Method for synthesizing 2-methylamino-5-tert-butyl-1,3,4-thiadiazole

The invention provides a method for synthesizing 2-methylamino-5-tert-butyl-1,3,4-thiadiazole. The method comprises the steps that pivalic acid and hydrazine hydrate are taken as raw materials and subjected to a dehydration reaction to obtain an intermediate I; the intermediate I and a vulcanizing agent are subjected to a vulcanization reaction to obtain an intermediate II; the intermediate II issubjected to dehydration and ring closing to obtain an intermediate III; the intermediate III and paraformaldehyde are subjected to a condensation reaction to obtain an intermediate IV; and the intermediate IV is subjected to a reduction reaction to obtain the 2-methylamino-5-tert-butyl-1,3,4-thiadiazole. The problems in the prior art that reaction raw materials are not easy to obtain, the industrial operation is difficult, the reaction process is prone to causing environmental pollution and the like are solved, and the synthetic method which is easy in raw material obtaining, environmentallyfriendly in process and easy to industrialize is provided.

Three nitrogen heterocycle containing 1, 2, 3 - thiadiazole - 5 - a amidine compounds and synthesis

The invention discloses an N-trisubstituted-1,2,3-thiadiazole-5-formamidine compound with three aromatic rings of general formula TDCA and a synthesis method of N-trisubstituted-1,2,3-thiadiazole-5-formamidine compound. The target compound of general formula TDCA is obtained by reacting a compound of general formula B and a compound of general formula A, wherein references of X and Y in the general formula A are the same as those in the general formula TDCA.

Preparation method of 2-methylamino-5-t-butyl-1,3,4-thiadiazole

The invention provides a preparation method of 2-methylamino-5-t-butyl-1,3,4-thiadiazole. Pivalic acid directly used as a raw material reacts with methylthiosemicarbazide with solid phosgene or a phosgene dimer or phosgene as an acylation reagent and a cyclization reagent to synthesize 2-methylamino-5-t-butyl-1,3,4-thiadiazole. The preparation method allows highly pure 2-methylamino-5-t-butyl-1,3,4-thiadiazol to be prepared, has the advantages of very high yield, safe operation, very low production cost, solving of the defects of existing production technologies, environmental protection and no pollution.

Process for preparing the compound 5-t-butyl-2-methylamino-1,3,4-triadiazole

A process for preparing the compound 5-t-butyl-2-methylamino-1,3,4-thiadiazole, STR1 in high yield by the reaction of 4-methyl-3-thiosemicarbazide with pivalic acid in a solution containing both polyphosphoric acid and concentrated sulfuric acid, followed by neutralizing the reaction mixture with a neutralizing mixture comprising an organic solvent and an alkaline substance dissolved in water and separating 5-t-butyl-2-methylamino-1,3,4-thiadiazole from the organic phase.

A Convenient and General Synthesis of 2-Amino-1,3,4-thiadiazoles. Dehydration of Acylthiosemicarbazides with Methanesulfonic Acid

2-Amino-5-alkyl and 2-amino-5-aryl-1,3,4-thiadiazoles were prepared by the dehydration of 2-acylthiosemicarbazides with molar equivalents of methanesulfonic acid in refluxing toluene.The synthesis appears to be general.