3-hydroxy-5-[(5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino]benzoic Acid

Base Information

• Chemical Name: 3-hydroxy-5-[(5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino]benzoic Acid
• CAS No.: 240431-49-6
• Molecular Formula: C₁₁H₁₃N₃O₄
• Molecular Weight: 251.242
• DSSTox Substance ID: DTXSID401143544
• Mol file: 240431-49-6.mol

Synonyms:SCHEMBL6222030;MEPAVMTWMMMPIZ-UHFFFAOYSA-N;DTXSID401143544;3-hydroxy-5-[(5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino]benzoic Acid;3-Hydroxy-5-[(1,4,5,6-tetrahydro-5-hydroxy-2-pyrimidinyl)amino]benzoic acid;240431-49-6

Chemical Property of 3-hydroxy-5-[(5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino]benzoic Acid

Chemical Property:

• XLogP3: -0.8
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 251.09060590
• Heavy Atom Count: 18
• Complexity: 347

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(CN=C(N1)NC2=CC(=CC(=C2)C(=O)O)O)O

Technology Process of 3-hydroxy-5-[(5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino]benzoic Acid

There total 10 articles about 3-hydroxy-5-[(5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino]benzoic Acid 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: 69.0%

N-methyl-N'-(5-hydroxy-3-carboxyphenyl)-S-methylthiourea hydroiodide (717138-33-5) + 1,3-Diamino-2-hydroxypropane (616-29-5) → 3-hydroxy-5-[(5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino]benzoic acid (240431-49-6)

Guidance literature:

at 50 - 90 ℃; for 2.5h;

Reference yield: 69.0%

N-methyl-N'-(5-hydroxy-3-carboxyphenyl)-S-methyl-isothiourea (779325-29-0) + 1,3-Diamino-2-hydroxypropane (616-29-5) → 3-hydroxy-5-[(5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino]benzoic acid (240431-49-6)

Guidance literature:

In N,N-dimethyl-formamide; at 90 ℃; for 2.5h;

DOI:10.1016/j.bmc.2007.03.034

Reference yield:

C10H12N2O3S*HI + 1,3-Diamino-2-hydroxypropane (616-29-5) → 3-hydroxy-5-[(5-hydroxy-1,4,5,6-tetrahydropyrimidin-2-yl)amino]benzoic acid (240431-49-6)

Guidance literature:

C₁₀H₁₂N₂O₃S*HI; 1,3-Diamino-2-hydroxypropane; In N,N-dimethyl-formamide; at 90 ℃; Large scale;

With hydrogenchloride; In water; N,N-dimethyl-formamide; at 10 ℃; pH=6; Large scale;

DOI:10.1021/op049968w

upstream raw materials:

N-methyl-N'-(5-hydroxy-3-carboxyphenyl)-S-methyl-isothiourea

1,3-Diamino-2-hydroxypropane

N-benzoyl-N'-(5-hydroxy-3-carboxyphenyl)thiourea

N-(5-hydroxy-3-carboxyphenyl)thiourea

Downstream raw materials:

C₂₂H₂₃Cl₂N₅O₇C₂H₄

C₂₂H₂₃N₅O₇ClBrC₂H₄

(3R)-3-(3,5-dichloro-2-hydroxyphenyl)-3-[(N-{3-hydroxy-5-[(5-hydroxy-1,4,5,6-tetrahydropyrimidinyl)amino]benzoyl}glycyl)amino]propanoic acid