2-Amino-6-bromothiazolo[4,5-B]pyrazine

Base Information

• Chemical Name: 2-Amino-6-bromothiazolo[4,5-B]pyrazine
• CAS No.: 112342-72-0
• Molecular Formula: C₅H₃BrN₄S
• Molecular Weight: 231.076
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00551385
• Wikidata: Q72512903
• Mol file: 112342-72-0.mol

Synonyms:112342-72-0;2-AMINO-6-BROMOTHIAZOLO[4,5-B]PYRAZINE;6-Bromothiazolo[4,5-b]pyrazin-2-amine;6-bromo-[1,3]thiazolo[4,5-b]pyrazin-2-amine;MFCD09909710;SCHEMBL558075;DTXSID00551385;AKOS015854638;FS-2750;AC-27311;SY069031;6-bromo[1,3]thiazolo[4,5-b]pyrazin-2-amine;EN300-2941890;A894601;J-507982;Z1269157822

Chemical Property of 2-Amino-6-bromothiazolo[4,5-B]pyrazine

Chemical Property:

• Vapor Pressure: 1.51E-05mmHg at 25°C
• Boiling Point: 366oC at 760 mmHg
• PKA: -3.63±0.50(Predicted)
• Flash Point: 175.1oC
• PSA: 92.93000
• Density: 2.078g/cm3
• LogP: 2.01220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 229.92618
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

97% ^*data from raw suppliers

2-Amino-6-bromothiazolo[4,5-b]pyrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(N=C2C(=N1)N=C(S2)N)Br
• Uses: 2-Amino-6-bromothiazolo[4,5-b]pyrazine is derived from 2-Amino-3,5-dibromopyrazine (A604635), which is used in the preparation of conjugated polymers for neurotoxin detection and is an intermediate in the preparation of rho kinase (ROCK) inhibitors.

Technology Process of 2-Amino-6-bromothiazolo[4,5-B]pyrazine

There total 5 articles about 2-Amino-6-bromothiazolo[4,5-B]pyrazine 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: 91.0%

6-bromo-2-ethoxycarbonylaminothiazolo/4,5-b/pyrazine (112342-70-8) → 2-amino-6-bromothiazolo/4,5-b/pyrazine (112342-72-0)

Guidance literature:

With water; sodium hydroxide; In methanol; for 5h; Reflux;

Reference yield: 15.0%

2-aminothiazolo/4,5-b/pyrazine (112342-71-9) → 2-amino-6-bromothiazolo/4,5-b/pyrazine (112342-72-0)

Guidance literature:

With bromine; sodium acetate; acetic acid; for 2h; Ambient temperature;

Reference yield:

C10H10NO2PolS + 2-amino-3,5-dibromopyrazine (24241-18-7) → C14H12BrN4O2PolS + 2-amino-6-bromothiazolo/4,5-b/pyrazine (112342-72-0)

Guidance literature:

2-amino-3,5-dibromopyrazine; With sodium hydroxide; In dimethyl sulfoxide; at 20 ℃; for 0.333333h;

C₁₀H₁₀NO₂PolS; In tetrahydrofuran; dimethyl sulfoxide; at 20 ℃; for 8h; merrifield resin

DOI:10.1021/acscombsci.6b00127

upstream raw materials:

2-aminothiazolo/4,5-b/pyrazine

6-bromo-2-ethoxycarbonylaminothiazolo/4,5-b/pyrazine

ethyl[(pyrazin-2-ylamino)carbonothioyl]carbamate

2-ethoxycarbonylaminothiazolo/4,5-b/pyrazine