3-Amino-2-hydroxypyridine

Base Information

• Chemical Name: 3-Amino-2-hydroxypyridine
• CAS No.: 33630-99-8
• Molecular Formula: C5H6N2O
• Molecular Weight: 110.115
• Hs Code.: 29333999
• European Community (EC) Number: 675-803-8
• NSC Number: 279497
• UNII: ER85UN5LYN
• DSSTox Substance ID: DTXSID70187317
• Nikkaji Number: J1.332.127B
• Wikidata: Q72441626
• ChEMBL ID: CHEMBL4286709
• Mol file: 33630-99-8.mol

Synonyms:3-Amino-2-hydroxypyridine;33630-99-8;3-aminopyridin-2-ol;59315-44-5;3-Amino-2-pyridinol;3-aminopyridin-2(1H)-one;3-amino-1H-pyridin-2-one;2(1H)-Pyridinone, 3-amino-;2-Pyridinol, 3-amino-;3-Amino-2-pyridone;2-HYDROXY-3-AMINOPYRIDINE;MFCD03411556;NSC279497;3-Amino-2(1H)-pyridinone;CHEMBL4286709;2-HYDROXY-3-AMINO PYRIDINE;3-amino-1,2-dihydropyridin-2-one;NSC 279497;NSC-279497;3-amino-pyridin-2-ol;3-aminohydropyridin-2-one;aminopyridinone;aminopyridone;Aminopyridinol;2(1H)-Pyridinone,3-amino-;Nc1cccnc1O;3-aminopyrid-2-one;3-Aminopyridine-2-ol;2-Hydroxypyridin-3-amine;ER85UN5LYN;3-amino-2-hydroxy pyridine;3-amino-2-hydroxy-pyridine;SCHEMBL87697;Yttrium(III)OxalateNonahydrate;SCHEMBL7834765;3-Amino-2(1H)-pyridinone #;DTXSID70187317;Pyridin-2(1H)-one, 3-amino-;AMY21591;AC-074;BBL100664;BDBM50465479;STK776258;STL554458;AKOS002670113;AKOS005618212;3-amino-2-hydroxypyridine, AldrichCPR;CCG-325587;CS-W004662;PB30752;PB47121;PS-3655;AC-31846;AM807018;SY008406;TS-01536;A8346;FT-0601494;FT-0649416;EN300-57164;A821885;AE-641/00363028;J-505326;J-511548;92Z

Chemical Property of 3-Amino-2-hydroxypyridine

Chemical Property:

• Appearance/Colour: brown to off-white crystalline powder
• Vapor Pressure: 2.5E-05mmHg at 25°C
• Melting Point: 118-130 °C
• Refractive Index: 1.555
• Boiling Point: 358.7 °C at 760 mmHg
• PKA: 13.87±0.10(Predicted)
• Flash Point: 170.7 °C
• PSA: 58.88000
• Density: 1.208 g/cm³
• LogP: 0.53830
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Water Solubility.: Slightly soluble in water.
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 110.048012819
• Heavy Atom Count: 8
• Complexity: 169

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC(=O)C(=C1)N
• Uses: 3-Amino-2-hydroxypyridine has been used as a reactant in the preparation of benzothiazolyl hydroxyindolinylphenyl ureas as potent P2Y1 antagonists. It is used as pharmaceutical intermediate. It is involved in synthesis of functionalized pyrido[4,3-b][1,4]oxazine and imidazo[1,2-a]pyridine derivatives. The use of ethyl 2-chloro-3-oxopropanoate with 2-amino-3-hydroxypyridine or 3-amino-4-hydroxypyridine led, respectively, to imidazo[1,2-a]pyridine derivatives or ethyl pyrido[4,3-b][1,4] oxazine-2-carboxylate.

Technology Process of 3-Amino-2-hydroxypyridine

There total 15 articles about 3-Amino-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: 100.0%

3-nitropyridone (6332-56-5) → 3-amino-2-pyridone (33630-99-8)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; at 20 - 50 ℃; for 4.5h;

Reference yield: 100.0%

2-hydroxy-3-nitropyridine (6332-56-5) → 2-hydroxy-3-aminopyridine (33630-99-8)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; at 20 ℃; for 3h;

Reference yield: 24.0%

5-methyl-7-phenyl[1,3]oxazolo[5,4-b]pyridin-2(1H)-one + glycine (56-40-6,18875-39-3,25718-94-9) → 3-amino-2-pyridone (33630-99-8) + 3-(6-methyl-2-oxo-4-phenyl-1,2-dihydropyridin-3-yl)imidazolidine-2,4-dione

Guidance literature:

In N,N-dimethyl-formamide; at 110 ℃; for 12h; Overall yield = 89 percent;

DOI:10.1007/s10593-021-03045-8

upstream raw materials:

2-hydroxy-3-nitropyridine

2-hydroxy-3-nitro-4-chloropyridine

2-hydroxypyridin

5-bromo-2-hydroxy-3-aminopyridine

Downstream raw materials:

N-(2-hydroxy-[3]pyridyl)-formamide

2-(2-methyl)oxazolo<5,4-b>pyridine

N-(2-hydroxypyridin-3-yl)acetamide

N-(2-hydroxy-[3]pyridyl)-diacetamide