3-(2-methoxyphenyl)-1H-pyrazole-4-carbaldehyde

Base Information

• Chemical Name: 3-(2-methoxyphenyl)-1H-pyrazole-4-carbaldehyde
• CAS No.: 26033-21-6
• Molecular Formula: C11H10N2O2
• Molecular Weight: 202.213
• DSSTox Substance ID: DTXSID301236962
• Mol file: 26033-21-6.mol

Synonyms:3-(2-methoxyphenyl)-1H-pyrazole-4-carbaldehyde;26033-21-6;5-(2-methoxyphenyl)-1H-pyrazole-4-carbaldehyde;3-(2-Methoxylphenyl)-1H-pyrazole-4-carbaldehyde;DTXSID301236962;BBA03321;MFCD02056420;STK500767;AKOS000265437;LS-02385;BB 0249026;CS-0374042;EN300-7364667;3-(2-Methoxyphenyl)-1H-pyrazole-4-carboxaldehyde;5-(2-Methoxy-phenyl)-1H-pyrazole-4-carbaldehyde;SR-01000103765;5-(2-Methoxy-phenyl)-1H-pyrazole-4-carbald ehyde;SR-01000103765-1;Z362114620

Chemical Property of 3-(2-methoxyphenyl)-1H-pyrazole-4-carbaldehyde

Chemical Property:

• Melting Point: 153-154 °C(Solv: water (7732-18-5))
• Boiling Point: 403.2±35.0 °C(Predicted)
• PKA: 11.08±0.50(Predicted)
• Density: 1.248±0.06 g/cm3(Predicted)
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 202.074227566
• Heavy Atom Count: 15
• Complexity: 223

Purity/Quality:

98%min ^*data from raw suppliers

3-(2-Methoxyphenyl)-1H-pyrazole-4-carbaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC=C1C2=C(C=NN2)C=O

Technology Process of 3-(2-methoxyphenyl)-1H-pyrazole-4-carbaldehyde

There total 3 articles about 3-(2-methoxyphenyl)-1H-pyrazole-4-carbaldehyde 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: 50.0%

1-(2-methoxy-phenyl)-ethanone semicarbazone (22233-80-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-(2-methoxy-phenyl)-1(2)H-pyrazole-4-carbaldehyde (26033-21-6)

Guidance literature:

With trichlorophosphate; at 40 - 80 ℃;

DOI:10.1007/s11176-005-0318-7

Reference yield:

2-Methoxyacetophenone (579-74-8) → 3-(2-methoxy-phenyl)-1(2)H-pyrazole-4-carbaldehyde (26033-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: AcONa / ethanol / 0.75 h / Heating

1.2: ethanol / 1 h / Heating

2.1: 50 percent / POCl₃ / 40 - 80 °C

With sodium acetate; trichlorophosphate; In ethanol; 2.1: Vilsmeier formylation;

DOI:10.1007/s11176-005-0318-7

Reference yield:

→ 3-(2-methoxy-phenyl)-1(2)H-pyrazole-4-carbaldehyde (26033-21-6)

Guidance literature:

(Ib), POCl3, in DMF;

upstream raw materials:

1-(2-methoxy-phenyl)-ethanone semicarbazone

N,N-dimethyl-formamide

2-Methoxyacetophenone

Downstream raw materials:

3-(2-methoxy-phenyl)-1H-pyrazole-4-carboxylic acid

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