5-CHLORO-3-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBALDEHYDE

Base Information

• Chemical Name: 5-CHLORO-3-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBALDEHYDE
• CAS No.: 947-95-5
• Molecular Formula: C11H9ClN2O
• Molecular Weight: 220.658
• Hs Code.: 29331990
• European Community (EC) Number: 625-915-8
• DSSTox Substance ID: DTXSID10346527
• Nikkaji Number: J381.671K
• Wikidata: Q72454620
• Mol file: 947-95-5.mol

Synonyms:Pyrazole-4-carboxaldehyde,5-chloro-3-methyl-1-phenyl- (7CI,8CI);1-Phenyl-3-methyl-4-formyl-5-chloropyrazole;5-Chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde;5-Chloro-4-formyl-3-methyl-1-phenylpyrazole;

Chemical Property of 5-CHLORO-3-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBALDEHYDE

Chemical Property:

• Appearance/Colour: light yellow to yellow flakes or needles
• Melting Point: 145-148 °C(lit.)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 356.1 °C at 760 mmHg
• PKA: -3.81±0.10(Predicted)
• Flash Point: 169.2 °C
• PSA: 34.89000
• Density: 1.269 g/cm³
• LogP: 2.64660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 220.0403406
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN(C(=C1C=O)Cl)C2=CC=CC=C2
• Uses: 5-Chloro-3-methyl-1-phenyl-4-pyrazolecarboxaldehyde (5-Chloro-3-methyl-1-phenyl-1H-pyrazole-4-carboxaldehyde) may be employed as starting material for the following syntheses:5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carboxaldehyde hydrazoneN1-((5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-yl)methylene)thiosemicarbazonepyrazole derivatives, which were pharmacologically evaluated for analgesic (tail flick) and anti-inflammatory (based on carrageenan-induced paw edema) activitiesN′-[(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4- yl)methylene] 2/4-substituted hydrazides

Technology Process of 5-CHLORO-3-METHYL-1-PHENYL-1H-PYRAZOLE-4-CARBALDEHYDE

There total 18 articles about 5-CHLORO-3-METHYL-1-PHENYL-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: 98.0%

5-chloro-3-methyl-1-phenyl-1H-pyrazole (1131-17-5) + hexamethylenetetramine (100-97-0) → 5-chloro-4-formyl-3-methyl-1-phenyl-1H-pyrazole (947-95-5)

Guidance literature:

With trifluoroacetic acid; for 6h; chemoselective reaction; Reflux;

DOI:10.1080/00397911.2012.657764

Reference yield: 95.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + edaravone (89-25-8) → 5-chloro-4-formyl-3-methyl-1-phenyl-1H-pyrazole (947-95-5)

Guidance literature:

With trichlorophosphate; at 10 - 80 ℃; for 16h; Large scale;

Reference yield: 85.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + 5-methyl-2-phenyl-2H-pyrazol-3-ol (942-32-5) → 5-chloro-4-formyl-3-methyl-1-phenyl-1H-pyrazole (947-95-5)

Guidance literature:

With trichlorophosphate; at 0 - 120 ℃; for 1.5h;

DOI:10.3390/molecules21010068

upstream raw materials:

5-chloro-3-methyl-1-phenyl-1H-pyrazole

N,N-dimethyl-formamide

edaravone

5-methyl-2-phenyl-2H-pyrazol-3-ol

Downstream raw materials:

3-methyl-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazole-4-carbaldehyde hydrazone

5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde hydrazone

3-methyl-5-morpholin-4-yl-1-phenyl-1H-pyrazole-4-carbaldehyde

4-(5-chloro-3-methyl-1-phenyl-1H-pyrazol-4-ylmethylene)-2-phenyl-4H-oxazol-5-one