Quinoxaline-2-carbonyl chloride

Base Information

• Chemical Name: Quinoxaline-2-carbonyl chloride
• CAS No.: 54745-92-5
• Molecular Formula: C9H5ClN2O
• Molecular Weight: 192.605
• Hs Code.: 2933990090
• European Community (EC) Number: 259-315-9
• UNII: MLT97E8ND2
• DSSTox Substance ID: DTXSID90203205
• Nikkaji Number: J267.354A
• Wikidata: Q83076557
• Mol file: 54745-92-5.mol

Synonyms:Quinoxaline-2-carbonyl chloride;54745-92-5;2-Quinoxalinecarbonyl chloride;2-Quinoxaloyl chloride;MLT97E8ND2;EINECS 259-315-9;2-Quinoxalinecarbonylchloride;2-quinoxaloylchloride;UNII-MLT97E8ND2;quinoxaline-2-carbonylchloride;SCHEMBL219544;2-quinoxalinylcarbonyl chloride;C9-H5-Cl-N2-O;2-quinoxaline carbonyl chloride;DTXSID90203205;SOPDQKNXOCUBSR-UHFFFAOYSA-N;MFCD00006725;AKOS015854322;CS-10787;BB 0260996;FT-0613407;EN300-239712;A901013;F2158-0311

Chemical Property of Quinoxaline-2-carbonyl chloride

Chemical Property:

• Vapor Pressure: 0.000246mmHg at 25°C
• Melting Point: 113-115 °C (lit.)
• Refractive Index: 1.662
• Boiling Point: 324.4 °C at 760 mmHg
• Flash Point: 150 °C
• PSA: 42.85000
• Density: 1.411 g/cm³
• LogP: 2.00880
• Storage Temp.: Store below 4
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 192.0090405
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

98%,99%, ^*data from raw suppliers

Isoquinoline-1-carbonylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=CC(=N2)C(=O)Cl
• Uses: Reactant involved in the synthesis of a variety of inhibitors including:Gelatinase inhibitors for cancer treatmentsmGluR5 non-competitve antagonistsHeterocyclic analogs used as SIRT1 activators3rd Generation multidrug resistance modulatorsReactant involved in preparation of PET ligants for breast cancer resistance protein imaging

Technology Process of Quinoxaline-2-carbonyl chloride

There total 3 articles about Quinoxaline-2-carbonyl chloride 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:

quinoxaline-2-carboxylic acid (879-65-2) → quinoxaline-2-carboxylic acid chloride (54745-92-5)

Guidance literature:

With thionyl chloride;

Reference yield:

(1R,2S,3R)-1-(quinoxalin-2-yl)butane-1,2,3,4-tetraol (4711-06-2,20188-63-0,20218-62-6,80840-09-1) → quinoxaline-2-carboxylic acid chloride (54745-92-5)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O₂; aq. NaOH solution

2: SOCl₂

With sodium hydroxide; thionyl chloride; dihydrogen peroxide;

Reference yield:

→ quinoxaline-2-carboxylic acid chloride (54745-92-5)

Guidance literature:

DOI:10.1021/jo01039a063 DOI:10.1021/jm00301a035

upstream raw materials:

quinoxaline-2-carboxylic acid

(1R,2S,3R)-1-(quinoxalin-2-yl)butane-1,2,3,4-tetraol

Downstream raw materials:

2,MeAla⁶>-Des-N-tetramethyltriostin A

Quinoxaline-2-carboxylic acid phenethyl-amide

N-benzylquinoxaline-2-carboxamide

1,4-bis[2-(2-quinoxaloyloxy)ethyl 4-O-tert-butyldimethylsilyl-2,3,6-trideoxy-3-N-p-nitrobenzenesulfonylamino-α-D-arabino-hexopyranosid-3-ylmethyl]benzene

Refernces

• 1、 Cowan, Matthew G.,Miller, Reece G.,Brooker, Sally. "Smaller is smarter in a new cobalt(II) imide: Intermolecular interactions involving pyrazine versus the larger aromatic quinoxaline". . p. 780 - 786. Retrieved 2015/12/30.
• 2、 Kühnle, Matthias,Egger, Michael,Müller, Christine,Mahringer, Anne,Bernhardt, Güther,Fricker, Gert,K?nig, Burkhard,Buschauer, Armin. "Potent and selective inhibitors of breast cancer resistance protein (ABCG2) derived from the p-glycoprotein (ABCB1) modulator tariquidar". supporting information; experimental part. p. 1190 - 1197. Retrieved 2010/03/01.