16681-63-3

Basic information

• Product Name: 2-bromo-1-methyl-4-nitro-1H-imidazole
• Synonyms: 2-BROMO-1-METHYL-4-NITRO-1H-IMIDAZOLE
• CAS NO: 16681-63-3
• Molecular Formula: C₄H₄BrN₃O₂
• Molecular Weight: 205.9975
• Mol File: 16681-63-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 351.4°C at 760 mmHg
• Flash Point: 166.3°C
• Density: 2.04g/cm³
• Vapor Pressure: 4.13E-05mmHg at 25°C
• Refractive Index: 1.688
• CAS DataBase Reference: 2-bromo-1-methyl-4-nitro-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-1-methyl-4-nitro-1H-imidazole(16681-63-3)
• EPA Substance Registry System: 2-bromo-1-methyl-4-nitro-1H-imidazole(16681-63-3)

Safety Data

• Hazardous Substances Data: 16681-63-3(Hazardous Substances Data)

Upstream product

• 65902-59-2 2-bromo-4-nitro-1H-imidazole 
• 74-88-4 methyl iodide 
• 72255-86-8 2,5-dibromo-1-methyl-4-nitroimidazole 
• 5213-50-3 1-methyl-2,4-dinitroimidazole 
• 186581-53-3 diazomethane 

Downstream Products

• 63634-21-9 2-chloro-1-methyl-4-nitro-1H-imidazole 

Relevant articles and documents

PURINONES AS UBIQUITIN-SPECIFIC PROTEASE 1 INHIBITORS

The application relates to inhibitors of USP1 useful in the treatment of cancers, and other USP1 associated diseases and disorders, having the Formula: (I), where R1, R2, R3, R3', R4, R5, X1, X2, X3, X4, and n are described herein.

Nitroimidazoles: Part XX- Reactions of 2,4-Dinitroimidazoles with 2-Haloethanols, 3-Chloropropionitrile and Propylene Oxide

The reaction of 2,4-dinitroimidazole (1) with 2-chloroethanol, 3-chloroethanol, 3-chloropropanol or 3-chloropropionitrile gives 2-chloro-4-nitroimidazole (7) and not 4-chloro-5-nitroimidazole (3) as claimed in earlier literature. 1 and 2-bromoethanol likewise yield 2-bromo-4-nitroimidazole (11). 7 is methylated to isomeric methyl derivatives 8 and 13 and 11 to 12 and 14.In the reaction of 1 with 3-chloropropionitrile, other products 9, 10 and 16 have been isolated. 1 is unaffected by 2-chloropentane. 2-Chloroethanol and 1-methyl-2,4-dinitroimidazole (2) afford 8.HCl formed from hot 2-chloroethanol in the presence of nitroimdazoles seems to be responsible for the displacement of NO2 group at position-2 with chlorine. 1 and propylene oxide yield imidazooxazoline (18) and the dinitro alcohol (19) along with a small amount of the isomer 20. 19 is transformed to imidazooxazoline (21) by excess propylene oxide or piperidine. 7 and propylene oxide afford isomeric alcohols 26 and 27, the latter being readily transformed to 18.Piperidine opens the oxazoline ring 18 to yield 25. 1H NMR and 13C NMR data are used to derive new structures.