2-bromo-1-(1-phenyl-1H-pyrazol-4-yl)ethan-1-one

Base Information

• Chemical Name: 2-bromo-1-(1-phenyl-1H-pyrazol-4-yl)ethan-1-one
• CAS No.: 91062-67-8
• Molecular Formula: C11H9 Br N2 O
• Molecular Weight: 265.109
• DSSTox Substance ID: DTXSID10569436
• Wikidata: Q82456587
• Mol file: 91062-67-8.mol

Synonyms:91062-67-8;2-bromo-1-(1-phenyl-1H-pyrazol-4-yl)ethan-1-one;2-BROMO-1-(1-PHENYL-1H-PYRAZOL-4-YL)ETHANONE;2-BROMO-1-(1-PHENYLPYRAZOL-4-YL)ETHANONE;DTXSID10569436;AKOS009316897;EN300-94722

Chemical Property of 2-bromo-1-(1-phenyl-1H-pyrazol-4-yl)ethan-1-one

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 263.98983
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C=C(C=N2)C(=O)CBr

Technology Process of 2-bromo-1-(1-phenyl-1H-pyrazol-4-yl)ethan-1-one

There total 7 articles about 2-bromo-1-(1-phenyl-1H-pyrazol-4-yl)ethan-1-one 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-1H-pyrazole-4-carbonyl chloride (267641-97-4) + diazomethyl-trimethyl-silane (18107-18-1) → 1-Phenyl-4-(2-bromoacetyl)pyrazole (91062-67-8)

Guidance literature:

1-Phenyl-1H-pyrazole-4-carbonyl chloride; diazomethyl-trimethyl-silane;

With hydrogen bromide; acetic acid; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2004.04.034

Reference yield:

4-carboxy-1-phenylpyrazole (1134-50-5) → 1-Phenyl-4-(2-bromoacetyl)pyrazole (91062-67-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 100 percent / oxalyl chloride; DMF / CH₂Cl₂ / 2 h / 0 °C

2.2: 100 percent / HBr; AcOH / 2 h / 0 - 20 °C

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1016/j.bmcl.2004.04.034

Reference yield:

ethyl 1-phenylpyrazole-4-carboxylate (885-94-9) → 1-Phenyl-4-(2-bromoacetyl)pyrazole (91062-67-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 80 percent / aq. NaOH / methanol / 2 h / Heating

2.1: 100 percent / oxalyl chloride; DMF / CH₂Cl₂ / 2 h / 0 °C

3.2: 100 percent / HBr; AcOH / 2 h / 0 - 20 °C

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

DOI:10.1016/j.bmcl.2004.04.034

upstream raw materials:

1-(1-phenyl-1H-pyrazol-4-yl)ethan-1-one

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

diazomethyl-trimethyl-silane

4-carboxy-1-phenylpyrazole

Downstream raw materials:

Methyl 4-<4-(1-phenylpyrazolyl)>-2-thiazolylacetate hydrobromide

4-<4-(1-Phenylpyrazolyl)>-2-thiazolylacetic acid