2-(3-(4-Chlorophenyl)-4,5-dihydro-1H-pyrazol-5-yl)phenol

Base Information

• Chemical Name: 2-(3-(4-Chlorophenyl)-4,5-dihydro-1H-pyrazol-5-yl)phenol
• CAS No.: 138840-91-2
• Molecular Formula: C₁₅H₁₃ClN₂O
• Molecular Weight: 272.734
• European Community (EC) Number: 664-064-7
• DSSTox Substance ID: DTXSID501202349
• Mol file: 138840-91-2.mol

Synonyms:138840-91-2;2-(3-(4-Chlorophenyl)-4,5-dihydro-1H-pyrazol-5-yl)phenol;2-[3-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-5-yl]phenol;Phenol, 2-[3-(4-chlorophenyl)-4,5-dihydro-1H-pyrazol-5-yl]-;DTXSID501202349;STL020923;AKOS002185546;AKOS016048876

Chemical Property of 2-(3-(4-Chlorophenyl)-4,5-dihydro-1H-pyrazol-5-yl)phenol

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 272.0716407
• Heavy Atom Count: 19
• Complexity: 339

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(NN=C1C2=CC=C(C=C2)Cl)C3=CC=CC=C3O

Technology Process of 2-(3-(4-Chlorophenyl)-4,5-dihydro-1H-pyrazol-5-yl)phenol

There total 6 articles about 2-(3-(4-Chlorophenyl)-4,5-dihydro-1H-pyrazol-5-yl)phenol 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%

2'-hydroxy-4-chlorochalcone (132971-93-8,19739-02-7) → 1H-4,5-dihydro-3-(4-chlorophenyl)-5-(2-hydroxyphenyl)pyrazole (138840-91-2)

Guidance literature:

With hydrazine hydrate; In ethanol; for 5h; Heating;

DOI:10.1080/00397919708004094

Reference yield: 95.0%

(E)-1-(4-chlorophenyl)-3-(2-hydroxyphenyl)prop-2-en-1-one (132971-93-8) → 1H-4,5-dihydro-3-(4-chlorophenyl)-5-(2-hydroxyphenyl)pyrazole (138840-91-2)

Guidance literature:

With hydrazine hydrate; In ethanol; Heating;

DOI:10.1080/00397910601163927

Reference yield:

salicylaldehyde (90-02-8) → 1H-4,5-dihydro-3-(4-chlorophenyl)-5-(2-hydroxyphenyl)pyrazole (138840-91-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / ethanol; water / 60 °C

2: hydrazine hydrate / ethanol / Reflux

With hydrazine hydrate; sodium hydroxide; In ethanol; water; 1: |Claisen-Schmidt Condensation;

DOI:10.1016/j.bmc.2014.12.010

upstream raw materials:

(E)-1-(4-chlorophenyl)-3-(2-hydroxyphenyl)prop-2-en-1-one

2'-hydroxy-4-chlorochalcone

2-methyl-benzyl alcohol

para-chloroacetophenone

Downstream raw materials:

2-(4-Chloro-phenyl)-1,9b-dihydro-5-oxa-3,3a-diaza-cyclopenta[a]naphthalene-4-thione

2-(4-Chloro-phenyl)-5-oxa-3,3a-diaza-cyclopenta[a]naphthalene-4-thione

Refernces

• 1、 Bhoi, Manoj N.,Borad, Mayuri A.,Jethava, Divya J.,Pandya, Himanshu A.,Patel, Chirag N.,Patel, Hitesh D.. "Novel isoniazid-spirooxindole derivatives: design, synthesis, biological evaluation, in silico ADMET prediction and computational studies". . . Retrieved 2020/07/21.
• 2、 Tong, Xu,Chen, Rui,Zhang, Tong-Tian,Han, Yan,Tang, Wen-Jian,Liu, Xin-Hua. "Design and synthesis of novel 2-pyrazoline-1-ethanone derivatives as selective MAO inhibitors". . p. 515 - 525. Retrieved 2015/01/30.