1H-pyrazole-1-propanoic acid, 4-formyl-3,5-dimethyl-, meth

Base Information

• Chemical Name: 1H-pyrazole-1-propanoic acid, 4-formyl-3,5-dimethyl-, meth
• CAS No.: 949020-60-4
• Molecular Formula: C₁₀H₁₄N₂O₃
• Molecular Weight: 210.233
• Mol file: 949020-60-4.mol

Synonyms:

Chemical Property of 1H-pyrazole-1-propanoic acid, 4-formyl-3,5-dimethyl-, meth

Chemical Property:

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 3-(4-formyl-3,5-dimethyl-1H-pyrazol-1-yl)-propanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-pyrazole-1-propanoic acid, 4-formyl-3,5-dimethyl-, meth

There total 2 articles about 1H-pyrazole-1-propanoic acid, 4-formyl-3,5-dimethyl-, meth 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: 68.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + methyl β-(3,5-dimethyl-1H-pyrazol-1-yl)propionate (4819-19-6) → methyl β-(4-formyl-3,5-dimethyl-1H-pyrazol-1-yl)propionate (949020-60-4)

Guidance literature:

With trichlorophosphate; at 90 - 120 ℃; for 1h;

DOI:10.1134/S1070363206110260

Reference yield:

3,5-dimethyl-1H-pyrazole (67-51-6) → methyl β-(4-formyl-3,5-dimethyl-1H-pyrazol-1-yl)propionate (949020-60-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 87.9 percent / hydroquinone / 8 h / 90 °C

2: 68 percent / POCl₃ / 1 h / 90 - 120 °C

With hydroquinone; trichlorophosphate; 2: Vilsmeier-Haak formylation;

DOI:10.1134/S1070363206110260

Reference yield: 82.0%

methyl β-(4-formyl-3,5-dimethyl-1H-pyrazol-1-yl)propionate (949020-60-4) → β-(4-formyl-3,5-dimethyl-1H-pyrazol-1-yl)propionic acid (949020-61-5)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 3h;

DOI:10.1134/S1070363206110260

upstream raw materials:

N,N-dimethyl-formamide

methyl β-(3,5-dimethyl-1H-pyrazol-1-yl)propionate

3,5-dimethyl-1H-pyrazole

Downstream raw materials:

β-(4-formyl-3,5-dimethyl-1H-pyrazol-1-yl)propionic acid

3,5-dimethyl-1H-pyrazole-4-carbaldehyde

Refernces

• 1、 Attaryan,Antanosyan,Panosyan,Asratyan,Matsoyan. "Vilsmeier-Haak formylation of 3,5-dimethylpyrazoles". . p. 1817 - 1819. Retrieved 2008/02/08.