4-(Pyrazin-2-YL)thiazol-2-amine

Base Information

• Chemical Name: 4-(Pyrazin-2-YL)thiazol-2-amine
• CAS No.: 19847-11-1
• Molecular Formula: C7H6 N4 S
• Molecular Weight: 178.21
• Hs Code.: 2934999090
• European Community (EC) Number: 825-008-9
• DSSTox Substance ID: DTXSID10699060
• Wikidata: Q82629751
• Mol file: 19847-11-1.mol

Synonyms:4-(PYRAZIN-2-YL)THIAZOL-2-AMINE;19847-11-1;2-Amino-4-(2-pyrazinyl)thiazole;4-pyrazin-2-yl-1,3-thiazol-2-amine;4-(Pyrazin-2-yl)-1,3-thiazol-2-amine;DTXSID10699060;4-(2-Pyrazinyl)-2-thiazolamine;AMY16002;MFCD05722061;AKOS013516122;DS-9292;CS-0214997;EN300-212396;4-(Pyrazin-2-yl)thiazol-2-amine 19847-11-1;Z1205735069

Chemical Property of 4-(Pyrazin-2-YL)thiazol-2-amine

Chemical Property:

• Melting Point: 207-208 °C
• Boiling Point: 395.4±27.0 °C(Predicted)
• PKA: 1.96±0.10(Predicted)
• PSA: 93.66000
• Density: 1.412±0.06 g/cm3(Predicted)
• LogP: 1.11240
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 178.03131738
• Heavy Atom Count: 12
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

4-(Pyrazin-2-yl)thiazol-2-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=N1)C2=CSC(=N2)N

Technology Process of 4-(Pyrazin-2-YL)thiazol-2-amine

There total 4 articles about 4-(Pyrazin-2-YL)thiazol-2-amine 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: 80.0%

tert-butyl (4-methoxybenzyl)(4-(pyrazin-2-yl)thiazol-2-yl)carbamate → 2-amino-4-(pyrazin-2-yl)thiazole (19847-11-1)

Guidance literature:

With trifluoroacetic acid; at 70 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.joc.8b02655

Reference yield:

2-bromo-1-pyrazin-2-yl-ethan-1-one hydrobromide (126353-32-0) + thiourea (17356-08-0) → 2-amino-4-(pyrazin-2-yl)thiazole (19847-11-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In ethanol; water; for 3h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2013.08.048

Reference yield:

acetylpyrazine (22047-25-2) → 2-amino-4-(pyrazin-2-yl)thiazole (19847-11-1)

Guidance literature:

Multi-step reaction with 2 steps

1: bromine; acetic acid; hydrogen bromide / 4 h / 23 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / ethanol; water / 3 h / Inert atmosphere; Reflux

With hydrogen bromide; bromine; acetic acid; N-ethyl-N,N-diisopropylamine; In ethanol; water;

DOI:10.1016/j.bmc.2013.08.048

upstream raw materials:

acetylpyrazine

2-bromo-1-pyrazin-2-yl-ethan-1-one hydrobromide

thiourea

Refernces

• 1、 Meissner, Anja,Boshoff, Helena I.,Vasan, Mahalakshmi,Duckworth, Benjamin P.,Barry III, Clifton E.,Aldrich, Courtney C.. "Structure-activity relationships of 2-aminothiazoles effective against Mycobacterium tuberculosis". . p. 6385 - 6397. Retrieved 2013/10/22.