3-Amino-5-bromo-2-hydroxypyridine

Base Information

• Chemical Name: 3-Amino-5-bromo-2-hydroxypyridine
• CAS No.: 98786-86-8
• Molecular Formula: C5H5 Br N2 O
• Molecular Weight: 189.011
• Hs Code.: 2933399090
• European Community (EC) Number: 810-441-8
• DSSTox Substance ID: DTXSID50540688
• Wikidata: Q72438580
• Mol file: 98786-86-8.mol

Synonyms:98786-86-8;3-Amino-5-bromo-2-hydroxypyridine;3-amino-5-bromopyridin-2-ol;2-Hydroxy-3-Amino-5-BromoPyridine;3-Amino-5-bromopyridin-2(1H)-one;3-amino-5-bromo-1H-pyridin-2-one;3-AMINO-5-BROMO-PYRIDIN-2-OL;MFCD03840438;3-AMINO-5-BROMO-2-PYRIDINOL;2(1H)-Pyridinone, 3-amino-5-bromo-;SCHEMBL618186;DTXSID50540688;ULOVLVWNSQNABA-UHFFFAOYSA-N;2-Hydroxy-3-Amino-5-Bromo Pyridine;2(1H)-Pyridinone,3-amino-5-bromo-;AKOS010294445;AKOS015950845;AB16428;AC-5168;CS-W015979;FS-2950;GS-5876;3-azanyl-5-bromanyl-1H-pyridin-2-one;AC-27346;SY019851;A6666;AM20061656;NS00123658;EN300-52284;P10119;A845909;J-511639;Z1259335894;2-Amino-5-bromo-3-hydroxypyridine;2-HYDROXY-3-AMINO-5-BROMOPYRPUBCHEM_EXT_DATASOURCE_REGIDINE

Chemical Property of 3-Amino-5-bromo-2-hydroxypyridine

Chemical Property:

• Melting Point: 182-184 °C
• Boiling Point: 295.1°Cat760mmHg
• PKA: 11.81±0.10(Predicted)
• Flash Point: 132.3°C
• PSA: 59.14000
• Density: 1.826g/cm³
• LogP: 1.71310
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 187.95853
• Heavy Atom Count: 9
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

3-Amino-5-bromo-2-hydroxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)NC=C1Br)N

Technology Process of 3-Amino-5-bromo-2-hydroxypyridine

There total 2 articles about 3-Amino-5-bromo-2-hydroxypyridine 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: 53.0%

5-bromo-3-nitro-2-pyridone (15862-34-7) → 5-bromo-2-hydroxy-3-aminopyridine (98786-86-8)

Guidance literature:

With tin(ll) chloride; In ethyl acetate; at 50 ℃; for 20h;

Reference yield:

5-bromo-3-nitro-pyridin-2-ylamine (6945-68-2) → 5-bromo-2-hydroxy-3-aminopyridine (98786-86-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaNO₂ / H₂SO₄ / 0 °C

2: hydrazine hydrate / Raney-Nickel / methanol / 2 h / 40 °C

With hydrazine hydrate; sodium nitrite; nickel; In methanol; sulfuric acid; 1: Diazotization / 2: Reduction;

Reference yield: 85.0%

3-amino-5-bromopyridin-2(1H)-one (98786-86-8) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → C12H10BrClN2O (1616402-98-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; acetonitrile; at 60 ℃; for 17h;

upstream raw materials:

5-bromo-3-nitro-2-pyridone

5-bromo-3-nitro-pyridin-2-ylamine

Downstream raw materials:

6-bromo-2-phenyloxazolo[5,4-b]pyridine

N-(5-bromo-2-hydroxy-[3]pyridyl)-acetamide

N-(5-bromo-2-hydroxypyridin-3-yl)-4-(trifluoromethyl)benzamide

6-bromooxazolo[5,4-b]pyridin-2-amine