1-Phenyl-5-propyl-1H-pyrazole-4-carbonyl chloride

Base Information

• Chemical Name: 1-Phenyl-5-propyl-1H-pyrazole-4-carbonyl chloride
• CAS No.: 175137-15-2
• Molecular Formula: C13H13ClN2O
• Molecular Weight: 248.712
• Hs Code.: 2933199090
• European Community (EC) Number: 672-804-5
• DSSTox Substance ID: DTXSID90396267
• Wikidata: Q82196888
• Mol file: 175137-15-2.mol

Synonyms:175137-15-2;1-Phenyl-5-propyl-1H-pyrazole-4-carbonyl chloride;1-phenyl-5-propylpyrazole-4-carbonyl chloride;2-phenyl-3-n-propylpyrazole-4-carbonyl chloride;1-phenyl-5-propyl-1h-pyrazole-4-carbonylchloride;1-Phenyl-5-N-Propylpyrazole-4-Carbonyl Chloride;SCHEMBL27808;1H-Pyrazole-4-carbonyl chloride, 1-phenyl-5-propyl-;DTXSID90396267;WGSJOUNRMCLMHQ-UHFFFAOYSA-N;MFCD00173865;AKOS015912205;BP-11251;BS-21747;FT-0608252;1-phenyl-5-propyl-pyrazole-4-carbonyl chloride;A811774;1H-Pyrazole-4-carbonylchloride,1-phenyl-5-propyl-

Chemical Property of 1-Phenyl-5-propyl-1H-pyrazole-4-carbonyl chloride

Chemical Property:

• Vapor Pressure: 7.9E-06mmHg at 25°C
• Refractive Index: 1.59
• Boiling Point: 375.2 °C at 760 mmHg
• Flash Point: 180.7 °C
• PSA: 34.89000
• Density: 1.2 g/cm³
• LogP: 3.20380
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 248.0716407
• Heavy Atom Count: 17
• Complexity: 266

Purity/Quality:

97% ^*data from raw suppliers

1-Phenyl-5-propyl-1H-pyrazole-4-carbonylchloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R34:Causes burns.
• Hazard Codes: Xi
• Statements: R34:Causes burns.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=C(C=NN1C2=CC=CC=C2)C(=O)Cl

Technology Process of 1-Phenyl-5-propyl-1H-pyrazole-4-carbonyl chloride

There total 4 articles about 1-Phenyl-5-propyl-1H-pyrazole-4-carbonyl chloride 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: 100.0%

1-phenyl-5-propyl-1H-pyrazole-4-carboxylic acid (116344-17-3) → 1-phenyl-5-propyl-1H-pyrazole-4-carbonyl chloride (175137-15-2)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/j.bmcl.2004.04.034

Reference yield:

5-propyl-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester (116344-12-8) → 1-phenyl-5-propyl-1H-pyrazole-4-carbonyl chloride (175137-15-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / aq. NaOH / methanol / 2 h / Heating

2: 100 percent / oxalyl chloride; DMF / CH₂Cl₂ / 2 h / 0 °C

With sodium hydroxide; oxalyl dichloride; N,N-dimethyl-formamide; In methanol; dichloromethane;

DOI:10.1016/j.bmcl.2004.04.034

Reference yield:

ethyl butyroyl acetate (3249-68-1) → 1-phenyl-5-propyl-1H-pyrazole-4-carbonyl chloride (175137-15-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 50 percent / ethanol / 1.5 h / Heating

2: 75 percent / ethanol / 2.5 h / Heating

3: 80 percent / aq. NaOH / methanol / 2 h / Heating

4: 100 percent / oxalyl chloride; DMF / CH₂Cl₂ / 2 h / 0 °C

With sodium hydroxide; oxalyl dichloride; N,N-dimethyl-formamide; In methanol; ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2004.04.034

upstream raw materials:

1-phenyl-5-propyl-1H-pyrazole-4-carboxylic acid

5-propyl-1-phenyl-1H-pyrazole-4-carboxylic acid ethyl ester

ethyl butyroyl acetate

Downstream raw materials:

2-bromo-1-(l-phenyl-5-propylpyrazol-4-yl)ethan-1-one

1-Phenyl-5-propyl-1H-pyrazole-4-carboxylic acid (6-hydroxy-naphthalen-2ylmethyl)-methyl-amide

1-phenyl-5-propyl-1H-pyrazole-4-carboxylic acid (6-hydroxy-naphthalen-2-ylmethyl)-amide

N-[(3'-bromo-4'-hydroxy[1,1'-biphenyl]-4-yl)methyl]-1-phenyl-5-propyl-1H-pyrazole-4-carboxamide

Refernces