17467-18-4

Basic information

• Product Name: 3-methyl-N-phenyl-1,2,4-thiadiazol-5-amine
• Synonyms: 3-methyl-N-phenyl-1,2,4-thiadiazol-5-amine
• CAS NO: 17467-18-4
• Molecular Weight: 191.257
• Mol File: 17467-18-4.mol

Chemical Properties

• CAS DataBase Reference: 3-methyl-N-phenyl-1,2,4-thiadiazol-5-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methyl-N-phenyl-1,2,4-thiadiazol-5-amine(17467-18-4)
• EPA Substance Registry System: 3-methyl-N-phenyl-1,2,4-thiadiazol-5-amine(17467-18-4)

Safety Data

• Hazardous Substances Data: 17467-18-4(Hazardous Substances Data)

Upstream product

• 124-42-5 acetamidine hydrochloride 
• 103-72-0 phenyl isothiocyanate 
• 98949-67-8 N-(phenylcarbamothioyl)acetimidamide 
• 77510-01-1 C₁₂H₁₈N₄S 
• 74466-88-9 1-[1-Dimethylamino-eth-(E)-ylidene]-3-phenyl-thiourea 
• 21734-85-0 5-chloro-3-methyl-1,2,4-thiazole 
• 62-53-3 aniline 

Downstream Products

• 101285-17-0 N-(methyl-[1,2,4]thiadiazol-5-yl)-N-phenyl-toluene-4-sulfonamide 

Relevant articles and documents

Transition-metal-free visible Light-promoted photoredox oxidative dehydrogenative cyclization:expeditious approach to 1,2,4-thiadiazoles

A novel visible-light-catalyzed oxidative N-S bond formation for the synthesis of 3,5-disubstituted 1,2,4-thiadiazoles has been developed. This protocol features a metal-free approach, green oxidant, room temperature process, broad substrate scope, good functional group tolerance, excellent yields and a one-pot reaction without the isolation of the intermediates.

Co-Catalyzed Intramolecular S-N Bond Formation in Water for 1,2-Benzisothiazol-3(2H)-ones and 1,2,4-Thiadiazoles Synthesis

An efficient and versatile Co-catalyzed intramolecular S-N bond formation in water to synthesize 1,2-benzisothiazol-3(2H)-one and 1,2,4-thiadiazoles derivatives in good to excellent yields was developed. The transformation showed great tolerance with a broad range of substituents. The mother liquor was able to be recycled 6 times with minor loss in product yield.

Copper-Catalyzed Aerobic Oxidative [3+2] Annulation for the Synthesis of 5-Amino/Imino-Substituted 1,2,4-Thiadiazoles through C-N/N-S Bond Formation

A copper-catalyzed aerobic oxidative annulation reaction of 2-aminopyridine/amidine with isothiocyanate has been reported. This strategy involving C-N/N-S bond formations provides various 5-amino/imino-substituted 1,2,4-thiadiazole derivatives under a Cu/O2 catalytic system. This method has demonstrated high reactivity, mild reaction conditions, and a broad substrate scope. Furthermore, the synthetic utilities of the approach are demonstrated by further modifications.

Copper-catalyzed synthesis of 3-substituted-5-amino-1,2,4-thiadiazoles via intramolecular N-S bond formation

A copper-catalyzed N-S bond formation was utilized to produce 3-substituted-5-amino-1,2,4-thiadiazoles from imidoyl thioureas obtained by reaction of amidine hydrochlorides with isothiocyanates. Moreover, the 1,2,4-thiadiazoles were generated through a on

Amidrazones. 6(1). Synthesis of 1,2,4-Thiadiazoles by Thermolysis of N3-Thiocarbamoylamidrazone Ylides

Reaction of N3-unsubstituted amidrazone ylides (1a and 1b) with alkyl or aryl isothiocyanates gives N3-thiocarbamoylamidrazone ylides (2).Thermolysis of 2 gives 3-alkyl(or aryl)-5-alkyl(or aryl)amino-1,2,4-thiadiazoles (a-i).

New Synthesis of 1,2,4-Thiadiazoles

A new synthesis of 1,2,4-thiadiazoles has been developed.N'-(Thioaroyl)- (and N'-arylthiocarbamoyl-) N,N-dimethylamidines, which were prepared in excellent yields by reactions of thioamides (and thioureas) with N,N-dimethylalkanamide dimethyl acetals, rea