52112-68-2

Basic information

• Product Name: 6-CHLOROBENZO[D]OXAZOL-2-AMINE
• Synonyms: 6-CHLOROBENZO[D]OXAZOL-2-AMINE;2-Amino-6-chlorobenzoxazole;6-Chloro-1,3-benzoxazol-2-amine;(6-chloro-1,3-benzoxazol-2-yl)amine;2-Benzoxazolamine, 6-chloro-;2-Benzoxazolamine, 6-chloro- (9CI);6-Chloro-2-benzoxazolamine;BENZOXAZOLE, 2-AMINO-6-CHLORO-
• CAS NO: 52112-68-2
• Molecular Formula: C₇H₅ClN₂O
• Molecular Weight: 168.58
• Mol File: 52112-68-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 184 °C
• Boiling Point: 316.8ºC at 760 mmHg
• Flash Point: 145.4ºC
• Appearance: /
• Density: 1.4369 (rough estimate)
• Vapor Pressure: 0.000401mmHg at 25°C
• Refractive Index: 1.5618 (estimate)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 1.17±0.30(Predicted)
• CAS DataBase Reference: 6-CHLOROBENZO[D]OXAZOL-2-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLOROBENZO[D]OXAZOL-2-AMINE(52112-68-2)
• EPA Substance Registry System: 6-CHLOROBENZO[D]OXAZOL-2-AMINE(52112-68-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 52112-68-2(Hazardous Substances Data)

Usage

General Description

6-CHLOROBENZO[D]OXAZOL-2-AMINE, also known as 6-chlorobenzo[d]oxazole-2-amine, is a chemical compound with the molecular formula C7H5ClN2O. It is a white to off-white solid that is used in organic synthesis and medicinal chemistry research. 6-CHLOROBENZO[D]OXAZOL-2-AMINE contains a benzoxazolamine core structure and a chlorine atom at the 6-position, making it a useful building block for the preparation of various pharmaceuticals, agrochemicals, and functional materials. Its unique structure and reactivity make it an important intermediate in the development of new drugs and biologically active compounds.

InChI:InChI=1/C7H5ClN2O/c8-4-1-2-5-6(3-4)11-7(9)10-5/h1-3H,(H2,9,10)

Upstream product

• 557-21-1 zinc(II) cyanide 
• 28443-50-7 2-amino-5-chlorophenol 
• 22876-20-6 6-chloro-2-mercaptobenzoxazole 
• 127099-85-8 N-Cyanoguanidine 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 104619-51-4 di(1H-imidazol-1-yl)methanimine 
• 140-38-5 N-(4-chlorophenyl)urea 
• 106-47-8 4-chloro-aniline 
• 58696-59-6 7-Chloro-2H-benzo[1,2,4]oxadiazine-3-carboxylic acid ethyl ester 
• 4570-41-6 1,3-benzoxazol-2-amine 
• 44830-55-9 3-cyano-1-isopropylguanidine 
• 506-68-3 bromocyane 
• 30818-28-1 5-chloro-2-cyanophenol 
• 2420-26-0 4-chlorosalicylaldehyde 

Relevant articles and documents

Design, synthesis, and evaluation of substituted 2-acylamide-1,3-benzo[d]zole analogues as agents against MDR- and XDR-MTB

N-(5-Chlorobenzo[d]oxazol-2-yl)-4-methyl-1,2,3-thiadiazole-5-carboxamideox-amide has been identified as a potent inhibitor of Mtb H37Rv, with a minimum inhibitory concentration (MIC) of 0.42 μM. In this study, a series of substituted 2-acylamide-1,3-zole analogues were designed and synthesized, and their anti-Mtb activities were analyzed. In total, 17 compounds were found to be potent anti-Mtb agents, especially against the MDR- and XDR-MTB strains, with MIC values 10 μM. These analogues can inhibit both drug-sensitive and drug-resistant Mtb. Four representative compounds were selected for further profiling, and the results indicate that compound 18 is acceptably safe and has favorable pharmacokinetic (PK) properties. In addition, this compound displays potent activity against Gram-positive bacteria, with MIC values in the range of 1.48–11.86 μM. The data obtained herein suggest that promising anti-Mtb candidates may be developed via structural modification, and that further research is needed to explore other compounds.

Synthesis of Cyanamides via a One-Pot Oxidation-Cyanation of Primary and Secondary Amines

An operationally simple oxidation-cyanation method for the synthesis of cyanamides is described. The procedure utilizes inexpensive and commercially available N-chlorosuccinimide and Zn(CN)2 as reagents to avoid direct handling of toxic cyanogen halides. It is demonstrated to be amenable for the cyanation of a variety of primary and secondary amines and aniline derivatives as well as a complex synthetic intermediate en route to verubecestat (MK-8931). Additionally, kinetic measurements and other control experiments are reported to shed light onto the mechanism of this cyanation reaction.

Substituted benzo - 1, 3 - [...] compound, its preparation and use

The invention relates to a substituted benzo-1, 3-miscellaneous azole compound shown in the general formula I, and further relates to a preparation method of the compound and application to the preparation of antituberculosis drugs. The compound provided by the invention has effect not only on mycobacterium tuberculosis sensitive strains, but also on resistant strains which have drug resistance to isoniazid, rifampicin, and other traditional frontline antituberculosis drugs, and is a novel antimycobacterium tuberculosis compound.