25366-23-8

Basic information

• Product Name: THIAZAFLURON
• Synonyms: 2-(n,n’-dimethylureido)-5-trifluoromethyl-1,3,4-thiadiazole;4-thiadiazole,2-(n,n’-dimethylureido)-5-trifluoromethyl-3;dmttu;erbotan;gs29296;n,n’-dimethyl-n-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)urea;THIAZAFLURON;1,3-DIMETHYL-1-(5-TRIFLUOROMETHYL-1,3,4-THIADIAZOL-2-YL)-UREA
• CAS NO: 25366-23-8
• Molecular Formula: C₆H₇F₃N₄OS
• Molecular Weight: 240.21
• EINECS: 246-901-4
• Product Categories: Alpha sort;Herbicides;Pesticides&Metabolites;Q-ZAlphabetic;TF - TOPesticides&Metabolites;Urea structure
• Mol File: 25366-23-8.mol

Chemical Properties

• Melting Point: 136.5°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.507g/cm³
• Refractive Index: 1.519
• PKA: 13.14±0.46(Predicted)
• Water Solubility: 2.096g/L(20 oC)
• BRN: 806900
• CAS DataBase Reference: THIAZAFLURON(CAS DataBase Reference)
• NIST Chemistry Reference: THIAZAFLURON(25366-23-8)
• EPA Substance Registry System: THIAZAFLURON(25366-23-8)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-50/53
• Safety Statements: 60-61
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: XI3760000
• Hazardous Substances Data: 25366-23-8(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Industry:
Thiazfluron is used as a herbicide for controlling a broad spectrum of both grassy and broad-leaved weeds in various crops. Its application reason is its ability to selectively inhibit the PPO enzyme, disrupting chlorophyll biosynthesis and leading to effective weed management without harming the crop plants.
The use of Thiazfluron in agricultural settings is primarily for its herbicidal properties, ensuring efficient weed control that contributes to healthier crop growth and higher agricultural yields. Its formulation as a water dispersible granule or suspension concentrate facilitates easy application and ensures that it remains an effective tool for farmers in managing their fields.

InChI:InChI=1/C6H7F3N4OS/c1-10-4(14)13(2)5-12-11-3(15-5)6(7,8)9/h1-2H3,(H,10,14)

Upstream product

• 74-89-5 methylamine 
• 6452-47-7 methylcarbamoyl chloride 
• 25366-22-7 N-methyl-5-(trifluoromethyl)-1,3,4-thiadiazol-2-amine 

Relevant articles and documents

Preparation method of thiazafluron original medicine

The invention relates to a preparation method of a thiazafluron original medicine. The method comprises the following steps: dropwise adding an N-methylaminoformyl chloride solution into a 2-methyl ammonia-(5-trifluoromethyl)-1,3,4-thiadiazole solution; then introducing nitrogen after dropwise adding organic alkali; then after heating and cooling reactions, adding water to react; and filtering anddrying the solution to obtain a white solid thiazafluron. According to the preparation method, flammable and combustible methyl isocyanate which is unlikely to transport is not used, and a product which is high in yield and purity can be obtained without recrystallization.

Synthetic method of 1,3,4-thiadiazole derivative

The invention discloses a synthetic method of a 1,3,4-thiadiazole derivative. The method comprises the following steps: (1) using hydrazine hydrate as a raw material, under the action of a catalyst, reacting with acid, to obtain a hydrazide compound I; (2) using alkyl chloroformate and thiocyanate to react in a condition of a solvent, to obtain an isothiocyanate compound II; (3) in a reaction system of the isothiocyanate compound II, adding solution containing the compound I, reacting to obtain solution containing a compound III; (4) processing the solution of the compound III by dehydrating,neutralizing, and washing, to obtain a compound IV; (5) in the conditions of an acid-binding agent and a solvent, adding alkyl halide or sulfuric acid diester into the compound IV, reacting to obtaina compound V; and (6) enabling the compound V to perform an amination reaction with primary amine, to obtain the 1,3,4-thiadiazole derivative VI. The preparation method has the advantages of green andno pollution, simple and convenient operation, higher yield, mild reaction condition and the like.

Thiadiazole compounds and methods of using said compounds in agriculture

Novel thiadiazole compounds are disclosed which contain in the 5 position, C-linked moieties which are either acyclic hydrocarbon radicals or halogenated acyclic hydrocarbon radicals (in which case each halogen is independently selected from F, Cl and Br). These novel compounds also contain an exocyclic nitrogen in the 2 position, and some of them contain the exocyclic substituent: STR1 wherein R3 is a lower acyclic hydrocarbon radical and R4 is either H or a lower acyclic hydrocarbon radical. Synthesis of these compounds is disclosed, including synthesis of those which exhibit isomerism and/or tautomerism. Various of these compounds have various agricultural utilities (e.g. as herbicides, insecticides, acaricides and fungicides), each of them having at least one such biological utility. Methods of using these compounds in phytotoxic fungicidal, acaricidal and insecticidal applications are disclosed.

5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides

5,6-Dihydro-1,2,4,6-thiatriazin-5-one-1,1-dioxides of the formula STR1 where R1 is hydrogen, a metal atom or an unsubstituted or substituted ammonium radical, R2 is a saturated or unsaturated straight-chain aliphatic radical of up to 10 carbon atoms, a cycloaliphatic radical or 3 to 7 carbon atoms, a branched saturated or unsaturated aliphatic radical of 3 to 10 carbon atoms, a halogen-, alkoxy- or alkylmercapto-substituted aliphatic radical of 2 to 10 carbon atoms tetrahydrofuryl substituted methyl, a cycloalkoxy-substituted aliphatic radical of 4 to 10 carbon atoms, unsubstituted or halogen-substituted benzyl or phenyl, halophenyl, or alkylphenyl of a total of up to 10 carbon atoms, R3 is hydrogen, a straight-chain aliphatic radical of up to 10 carbon atoms, a cycloaliphatic radical of 3 to 7 carbon atoms, a branched aliphatic radical of 3 to 10 carbon atoms, haloalkyl, or alkoxyalkyl of 2 to 10 carbon atoms and X is oxygen and may also be sulfur if R2 is unsubstituted or halogen-substituted benzyl, processes for their preparation, and herbicides containing the above compounds.

5-Substituted thiadiazole ureas

New thiadiazole ureas are provided for the control of plant growth, especially of undesirable weeds and grasses. Particularly effective are compounds which contain an organic substituent in the 5-position of the thiadiazole portion.

Herbicidal method

There is disclosed a method of controlling unwanted vegetation in fallow wheatland by the application of a substituted thiadiazol-2-ylurea following the harvesting of the wheat crop.