2-Chloro-3-nitropyrazine

Base Information

• Chemical Name: 2-Chloro-3-nitropyrazine
• CAS No.: 87885-43-6
• Molecular Formula: C4H2ClN3O2
• Molecular Weight: 159.532
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00579342
• Wikidata: Q72456011
• Mol file: 87885-43-6.mol

Synonyms:2-Chloro-3-nitropyrazine;87885-43-6;3-CHLORO-2-NITROPYRAZINE;MFCD10697796;Pyrazine, 2-chloro-3-nitro-;SCHEMBL2058936;DTXSID00579342;WFJAKBGXNXBMLL-UHFFFAOYSA-N;AMY15729;AKOS006305092;AB60519;CS-W005840;DS-11277;SY113457;N13177;A853572;J-512206

Chemical Property of 2-Chloro-3-nitropyrazine

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Refractive Index: 1.595
• Boiling Point: 283.225 °C at 760 mmHg
• PKA: -5.91±0.10(Predicted)
• Flash Point: 125.091 °C
• PSA: 71.60000
• Density: 1.601 g/cm³
• LogP: 1.56140
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 158.9835540
• Heavy Atom Count: 10
• Complexity: 137

Purity/Quality:

98%min ^*data from raw suppliers

3-Chloro-2-nitropyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C(=N1)[N+](=O)[O-])Cl
• Uses: 3-Chloro-2-nitropyrazine is a building block to prepare substituted benzodiazepine calcitonin gene-related peptide (CGRP) receptor antagonists. It is also used to prepare hypoxic cell radiosensitizers.

Technology Process of 2-Chloro-3-nitropyrazine

There total 4 articles about 2-Chloro-3-nitropyrazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

S,S-dimethyl-N-(3-chloropyrazin-2-yl)sulfilimine (86536-74-5) → 3-chloro-2-nitropyrazine (87885-43-6)

Guidance literature:

With ozone; 3-chloro-benzenecarboperoxoic acid; Yield given. Multistep reaction; 1.) CH₂Cl₂, 0 deg C, 40 min; 2.) 0 deg C;

DOI:10.1002/jhet.5570200419

Reference yield:

3-chloropyrazin-2-amine (6863-73-6) + sodium hydrogencarbonate (144-55-8) → S,S-dimethyl-N-(3-chloropyrazin-2-yl)sulfilimine (86536-74-5) + 3-chloro-2-nitropyrazine (87885-43-6)

Guidance literature:

With dimethyl sulfoxide; trifluoromethanesulfonic acid anhydride; In dichloromethane;

Reference yield:

2-Chloro-3-nitroso-pyrazine (105410-36-4) → 3-chloro-2-nitropyrazine (87885-43-6)

Guidance literature:

With ozone; In dichloromethane; at 0 ℃; Yield given;

DOI:10.1021/jm00378a018

upstream raw materials:

S,S-dimethyl-N-(3-chloropyrazin-2-yl)sulfilimine

2-Chloro-3-nitroso-pyrazine

3-chloropyrazin-2-amine

sodium hydrogencarbonate

Downstream raw materials:

{1-[4-(3-nitro-pyrazin-2-ylamino)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester

Refernces

• 1、 -. "BICYCLIC HETEROARYL DERIVATIVES AS KINASE INHIBITORS". Paragraph 00349. . Retrieved 2013/06/06.
• 2、 -. "Lonidamine analogues and their use in male contraception and cancer treatment". Page/Page column 25. . Retrieved 2008/06/13.