5-(2-Hydroxybenzamido)-1-methyl-1H-pyrazole-4-carboxylic acid

Base Information

• Chemical Name: 5-(2-Hydroxybenzamido)-1-methyl-1H-pyrazole-4-carboxylic acid
• CAS No.: 115445-65-3
• Molecular Formula: C₁₂H₁₁N₃O₄
• Molecular Weight: 261.237
• DSSTox Substance ID: DTXSID00567825
• Wikidata: Q82453848
• Mol file: 115445-65-3.mol

Synonyms:115445-65-3;DTXSID00567825;5-(2-Hydroxybenzamido)-1-methyl-1H-pyrazole-4-carboxylic acid

Chemical Property of 5-(2-Hydroxybenzamido)-1-methyl-1H-pyrazole-4-carboxylic acid

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 261.07495584
• Heavy Atom Count: 19
• Complexity: 363

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=C(C=N1)C(=O)O)NC(=O)C2=CC=CC=C2O

Technology Process of 5-(2-Hydroxybenzamido)-1-methyl-1H-pyrazole-4-carboxylic acid

There total 1 articles about 5-(2-Hydroxybenzamido)-1-methyl-1H-pyrazole-4-carboxylic 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:

ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate (31037-02-2) + phenyl Salicylate (118-55-8) → N-(1-methyl-4-carboxypyrazol-5-yl)-2-hydroxybenzamide (115445-65-3)

Guidance literature:

With potassium hydroxide; Yield given. Multistep reaction; 1.) 8 h, 210-215 deg C, 2.) 45 min;

DOI:10.3987/COM-87-4261

Reference yield: 80.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + N-(1-methyl-4-carboxypyrazol-5-yl)-2-hydroxybenzamide (115445-65-3) → N-(1-methyl-4-carbomethoxypyrazol-5-yl)-2-methoxybenzamide (138188-04-2)

Guidance literature:

In methanol; diethyl ether; water;

Reference yield: 60.0%

N-(1-methyl-4-carboxypyrazol-5-yl)-2-hydroxybenzamide (115445-65-3) → 1-methyl-6-(2-hydroxyphenyl)-pyrazolo<3,4-d>-1,3-oxazin-4(1H)-one (115445-71-1)

Guidance literature:

With thionyl chloride; In benzene; for 4h; Heating;

DOI:10.3987/COM-87-4261

upstream raw materials:

ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate

phenyl Salicylate

Downstream raw materials:

N-(1-methyl-4-carbomethoxypyrazol-5-yl)-2-methoxybenzamide

1-methyl-6-(2-hydroxyphenyl)-pyrazolo<3,4-d>-1,3-oxazin-4(1H)-one

1-methyl-6-(2-methoxyphenyl)-pyrazolo<3,4-d>-1,3-oxazin-4(1H)-one

N-(1-methyl-4-carboxypyrazol-5-yl)-2-methoxybenzamide

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