15294-81-2

Basic information

• Product Name: 4,5-DIBROMO-1H-1,2,3-TRIAZOLE
• Synonyms: 4,5-DIBROMO-1H-1,2,3-TRIAZOLE;1H-1,2,3-triazole, 4,5-dibromo-;4,5-dibromo-2H-1,2,3-triazole;4,5-dibromo-2H-triazole;v-Triazole,4,5-dibroMo- (8CI);NSC222414
• CAS NO: 15294-81-2
• Molecular Formula: C₂HBr₂N₃
• Molecular Weight: 226.86
• Mol File: 15294-81-2.mol
• Article Data: 10

Chemical Properties

• Melting Point: 194 °C (decomp)
• Boiling Point: 47,3 C
• Flash Point: 163.947 °C
• Appearance: /
• Density: 2.18 g/cm
• Vapor Pressure: 0.000108mmHg at 25°C
• Refractive Index: 1.667
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: soluble in Methanol
• PKA: 5.22±0.70(Predicted)
• CAS DataBase Reference: 4,5-DIBROMO-1H-1,2,3-TRIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-DIBROMO-1H-1,2,3-TRIAZOLE(15294-81-2)
• EPA Substance Registry System: 4,5-DIBROMO-1H-1,2,3-TRIAZOLE(15294-81-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• HazardClass: IRRITANT
• Hazardous Substances Data: 15294-81-2(Hazardous Substances Data)

Usage

Uses

4,5-Dibromo-1H-1,2,3-triazole is an intermediate used in preparation of isoxazole derivative herbicides.

InChI:InChI=1/C2HBr2N3/c3-1-2(4)6-7-5-1/h(H,5,6,7)

Upstream product

• 288-36-8 1,2,3-triazole 
• 16681-70-2 1H-1,2,3-triazole-4-carboxylic acid 

Downstream Products

• 1353744-13-4 N,N-diformyltrifluoromethanesulfonamide 
• 25537-64-8 1-methyl-4,5-dibromo-1H-1,2,3-triazole 
• 28938-17-2 2-methyl-4,5-dibromo-2H-1,2,3-triazole 
• 5533-73-3 4,5-Diphenyl-1H-[1,2,3]triazole 

Relevant articles and documents

Azoles. Part 13. Synthesis and bromine → lithium exchange reactions of some 1-substituted 4,5-dibromo-1H-1,2,3-triazoles and 2-substituted 4,5-dibromo-2H-1,2,3-triazoles

4,5-Dibromo-1H-1,2,3-triazole was synthesised by various routes and reacted with chloromethyl methyl ether (N-1/2), methyl chloroformate (N-1), benzyl chloride (N-1), 4-methoxybenzyl chloride (N-1), 4-nitrobenzyl chloride (N-1/2) or triphenylmethyl chloride (N-2) under various conditions, to give isolable products substituted at the N-atoms shown in parentheses. 4,5-Dibromo-1-methoxymethyl-1H- and -2-methoxymethyl-2H-1,2,3-triazole reacted with butyllithium (in diethyl ether or tetrahydrofuran at low temperatures) at position-5 and the resulting lithiated derivatives were quenched with aqueous ammonium chloride, carbon dioxide, methyl chloroformate, benzophenone or dimethyl or diphenyl disulfide to give high yields (71-93%) of the corresponding 5-substituted 1,2,3-triazole. 1-Benzyl-4,5-dibromo-1H-1,2,3-triazole was converted similarly into 1-benzyl-4-bromo-5-methylsulfanyl-1H-1,2,3-triazole (91.5%). In a 'one pot' sequence and through two successive treatments with butyllithium and the appropriate quenching reagent (Ph2S2 and H2O), 4,5-dibromo-2-methoxymethyl-2H-1,2,3-triazole was converted similarly into 2-methoxymethyl-4-phenylsulfanyl-2.ff-1,2,3-triazole (47% yield).

Amide compounds and uses thereof

Provided herein are novel amide compounds of formula (I), pharmaceutical compositions comprising same, methods for preparing same, and uses thereof, wherein the definition of each symbol is as described in the description.

DIHYDROPYRROLOPYRAZINONE DERIVATIVES USEFUL IN THE TREATMENT OF CANCER

The invention concerns compounds of Formula (I) or pharmaceutically-acceptable salts thereof, wherein R1 has any of the meanings hereinbefore in the description; processes for their preparation, pharmaceutical compositions containing them and t