Imidazo[1,2-a]pyrimidine-5,7-diol

Base Information

• Chemical Name: Imidazo[1,2-a]pyrimidine-5,7-diol
• CAS No.: 51647-90-6
• Molecular Formula: C6H5N3O2
• Molecular Weight: 151.1228
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70541536
• Wikidata: Q72484440
• Mol file: 51647-90-6.mol

Synonyms:51647-90-6;imidazo[1,2-a]pyrimidine-5,7-diol;5,7-Dihydroxyimidazo[1,2-a]pyrimidine;5-hydroxyimidazo[1,2-a]pyrimidin-7(8H)-one;5-hydroxy-8H-imidazo[1,2-a]pyrimidin-7-one;7-Hydroxyimidazo[1,2-a]pyrimidin-5(1H)-one;5-hydroxy-7H,8H-imidazo[1,2-a]pyrimidin-7-one;1936552-46-3;5,7-Dihydroxyimidazo[1,2-|A]pyrimidine;SCHEMBL1477241;SCHEMBL26118485;DTXSID70541536;BELWUABPSOOYPK-UHFFFAOYSA-N;imidazo[1,2-a]pyrimidin-5,7-diol;MFCD09834820;AKOS006326433;AKOS015856513;AM803979;DS-10599;CS-0038904;7-Hydroxyimidazo[1,2-a]pyrimidin-5(8H)-one;A848166;2-(Pyridin-3-ylmethylene)-2,3-dihydro-1H-inden-1-one

Chemical Property of Imidazo[1,2-a]pyrimidine-5,7-diol

Chemical Property:

• Appearance/Colour: Off-white solid
• Refractive Index: 1.793
• PKA: 4.50±1.00(Predicted)
• PSA: 70.65000
• Density: 1.741 g/cm³
• LogP: 0.14050
• Storage Temp.: 2-8°C
• Solubility.: DMSO, Methanol
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 151.038176411
• Heavy Atom Count: 11
• Complexity: 226

Purity/Quality:

98%,99%, ^*data from raw suppliers

5,7-Dihydroxyimidazo[1,2-a]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C(=CC(=O)NC2=N1)O
• Uses: 5,7-Dihydroxyimidazo[1,2-a]pyrimidine (cas# 51647-90-6) is a compound useful in organic synthesis.

Technology Process of Imidazo[1,2-a]pyrimidine-5,7-diol

There total 2 articles about Imidazo[1,2-a]pyrimidine-5,7-diol 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:

2-aminoimidazole 1/2 hydrochloride + diethyl malonate (105-53-3) → imidazo[1,2-a]pyrimidine-5,7-diol (51647-90-6)

Guidance literature:

2-aminoimidazole 1/2 hydrochloride; diethyl malonate; With ethanol; sodium; at 90 ℃; for 6h; Heating / reflux;

With hydrogenchloride; In water; at 0 ℃; pH=1;

Reference yield:

→ imidazo[1,2-a]pyrimidine-5,7-diol (51647-90-6)

Guidance literature:

Dihydroimidazol 2, Δ;

DOI:10.1002/jhet.5570100626

Reference yield: 71.0%

imidazo[1,2-a]pyrimidine-5,7-diol (51647-90-6) → 5,7-dichloroimidazo[1,2-a]pyrimidine hydrochloride (57473-32-2)

Guidance literature:

With trichlorophosphate; In neat (no solvent); at 90 ℃; for 4h;

upstream raw materials:

diethyl malonate

Downstream raw materials:

5,7-dichloroimidazo[1,2-a]pyrimidine hydrochloride

Refernces

• 1、 Rao,Robins,O'Brien. "The synthesis of certain 5,7 dihydroxyimidazo[1,2 a]pyrimidines". . p. 1021 - 1023. Retrieved 2007/10/08.