3-Chloropyrazine-2-carbonyl chloride

Base Information

• Chemical Name: 3-Chloropyrazine-2-carbonyl chloride
• CAS No.: 90361-99-2
• Molecular Formula: C5H2 Cl2 N2 O
• Molecular Weight: 176.99
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80576218
• Wikidata: Q82465795
• Mol file: 90361-99-2.mol

Synonyms:90361-99-2;3-CHLOROPYRAZINE-2-CARBONYL CHLORIDE;2-Pyrazinecarbonylchloride, 3-chloro-;2-PYRAZINECARBONYL CHLORIDE,3-CHLORO-;3-Chloro-2-pyrazinecarbonyl chloride;Pyrazinecarbonyl chloride, 3-chloro- (9CI);SCHEMBL1452735;DTXSID80576218;MBRNPLQGJAAIBO-UHFFFAOYSA-N;2-chloro-3-pyrazinecarbonyl chloride;MFCD10697752;AKOS006303902;AB60404;3-CHLOROPYRAZINE-2-CARBONYLCHLORIDE;3-chloropyrazine-2-carboxylic acid chloride;EN300-1459147;A916558

Chemical Property of 3-Chloropyrazine-2-carbonyl chloride

Chemical Property:

• PSA: 42.85000
• LogP: 1.50900
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 175.9544181
• Heavy Atom Count: 10
• Complexity: 142

Purity/Quality:

98%min ^*data from raw suppliers

3-Chloropyrazine-2-carbonyl chloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C(=N1)C(=O)Cl)Cl

Technology Process of 3-Chloropyrazine-2-carbonyl chloride

There total 6 articles about 3-Chloropyrazine-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:

3-chloropyrazine-2-carboxylic acid (27398-39-6) → 2-chloro-3-pyrazinylcarbonyl chloride (90361-99-2)

Guidance literature:

With thionyl chloride;

Reference yield:

3-hydroxypyrazine-2-carboxylic acid (20737-42-2) → 2-chloro-3-pyrazinylcarbonyl chloride (90361-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1: POCl₃, pyridine

2: SOCl₂

With pyridine; thionyl chloride; trichlorophosphate;

Reference yield:

3-aminopyrazinoic acid (5424-01-1) → 2-chloro-3-pyrazinylcarbonyl chloride (90361-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium nitrite; sulfuric acid / water / 1 h / 12 - 16 °C / Reflux

1.2: 20 °C

2.1: trichlorophosphate / pyridine / 2 h / Reflux

With sulfuric acid; sodium nitrite; trichlorophosphate; pyridine; In water;

upstream raw materials:

3-chloropyrazine-2-carboxylic acid

3-hydroxypyrazine-2-carboxylic acid

3-aminopyrazinoic acid

Methyl 3-amino-2-pyrazinecarboxylate

Downstream raw materials:

((1S)-1-[trans-4-[(3-chloro-pyrazine-2-carbonyl)-amino]-cyclohexyl]-2-oxo-2-pyrrolidin-1-yl-ethyl)-carbamic acid tert-butyl ester

Refernces

• 1、 Semelková, Lucia,Jand'ourek, Ond?ej,Kone?ná, Klára,Paterová, Pavla,Navrátilová, Lucie,Trejtnar, Franti?ek,Kubí?ek, Vladimír,Kune?, Ji?í,Dole?al, Martin,Zitko, Jan,McPhee, Derek J.. "3-substituted N-benzylpyrazine-2-carboxamide derivatives: Synthesis, antimycobacterial and antibacterial evaluation". . . Retrieved 2017/04/03.
• 2、 Servusova-Vanaskova, Barbora,Jandourek, Ondrej,Paterova, Pavla,Kordulakova, Jana,Plevakova, Magdalena,Kubicek, Vladimir,Kucera, Radim,Garaj, Vladimir,Naesens, Lieve,Kunes, Jiri,Dolezal, Martin,Zitko, Jan. "Alkylamino derivatives of N-benzylpyrazine-2-carboxamide: synthesis and antimycobacterial evaluation". supporting information. p. 1311 - 1317. Retrieved 2015/07/15.