3-(4-bromophenyl)-1H-pyrazol-5-amine

Base Information

• Chemical Name: 3-(4-bromophenyl)-1H-pyrazol-5-amine
• CAS No.: 78583-82-1
• Molecular Formula: C9H8 Br N3
• Molecular Weight: 238.087
• Hs Code.: 2933199090
• European Community (EC) Number: 625-366-4
• DSSTox Substance ID: DTXSID30354740
• Nikkaji Number: J902.236H,J884.053I
• Wikidata: Q72438820
• ChEMBL ID: CHEMBL1374049
• Mol file: 78583-82-1.mol

Synonyms:78583-82-1;3-(4-bromophenyl)-1H-pyrazol-5-amine;5-(4-Bromophenyl)-2H-pyrazol-3-ylamine;5-(4-bromophenyl)-1H-pyrazol-3-amine;5-Amino-3-(4-bromophenyl)pyrazole;3-Amino-5-(4-bromophenyl)-1H-pyrazole;MFCD00558911;SMR000095260;5-(4-bromophenyl)-2H-pyrazol-3-amine;5-Amino-3-(4-bromophenyl)-1H-pyrazole;MLS000105838;MLS000118318;SCHEMBL1143098;CHEMBL1374049;SCHEMBL13815700;DTXSID30354740;HMS2560C10;BBL020220;CCG-30211;STK045720;3-amino-5-(4'-bromophenyl)pyrazole;AKOS000185321;AKOS001476097;AKOS025394844;AB06452;SY025095;1H-Pyrazole, 3-amino-5-(4-bromophenyl)-;5-(4-Bromo-phenyl)-2H-pyrazol-3-ylamine;5-Amino-3-(4-bromophenyl)pyrazole, 97%;BB 0249382;CS-0146988;FT-0604332;A19178;E78384;EN300-153912;5Y-0822;J-510655

Chemical Property of 3-(4-bromophenyl)-1H-pyrazol-5-amine

Chemical Property:

• Vapor Pressure: 1.45E-09mmHg at 25°C
• Melting Point: 172-176 °C(lit.)
• Boiling Point: 485.1°C at 760 mmHg
• PKA: 14.08±0.10(Predicted)
• Flash Point: 247.2°C
• PSA: 54.70000
• Density: 1.645g/cm³
• LogP: 3.00260
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 236.99016
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

98%min ^*data from raw suppliers

5-(4-Bromophenyl)-1H-pyrazol-3-amine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC(=NN2)N)Br

Technology Process of 3-(4-bromophenyl)-1H-pyrazol-5-amine

There total 13 articles about 3-(4-bromophenyl)-1H-pyrazol-5-amine 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: 84.9%

3-(4-bromophenyl)-3-oxopropanenitrile (4592-94-3) → 3-(4-bromophenyl)-1H-pyrazol-5-amine (78583-82-1)

Guidance literature:

With hydrogenchloride; hydrazine hydrate; In water; isopropyl alcohol; for 5h; Reflux;

DOI:10.1002/ardp.201900066

Reference yield: 65.0%

(E)-3-(4-Bromo-phenyl)-3-chloro-acrylonitrile (78583-87-6) → 3-(4-bromophenyl)-1H-pyrazol-5-amine (78583-82-1)

Guidance literature:

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

DOI:10.1055/s-1984-30809

Reference yield:

3-(4-bromophenyl)-3-oxopropanenitrile (4592-94-3) → 3-amino-5-(4-bromophenyl)-1H-pyrazol (78583-82-1)

Guidance literature:

With methanesulfonic acid; hydrazine hydrate; In ethanol; for 1h; Reflux;

DOI:10.1016/j.ejmech.2015.02.018

upstream raw materials:

(E)-3-(4-Bromo-phenyl)-3-chloro-acrylonitrile

3-(4-bromophenyl)-3-oxopropanenitrile

4-bromo-benzaldehyde

4-Bromobenzoic acid

Downstream raw materials:

2-(4-Bromo-phenyl)-4H-pyrazolo[1,5-a]pyrimidin-7-one

Refernces

• 1、 Cruz, Silvia,Quiroga, Jairo,De La Torre, Jose M.,Cobo, Justo,Low, John N.,Glidewell, Christopher. "3-[5-(4-Bromophenyl)-1H-pyrazol-3-ylamino]-5,5-dimethylcyclohex-2-en-1-one- (Z)-3-(4-bromophenyl)-3-chloroacrylonitrile (2/1): A stoichiometric cocrystal of a reaction product with one of its early precursors". . p. o608-o611. Retrieved 2006.
• 2、 Kumar, Rajiv,Kumar, Amit,Ram, Sita,Angeli, Andrea,Bonardi, Alessandro,Nocentini, Alessio,Gratteri, Paola,Supuran, Claudiu T.,Sharma, Pawan K.. "Novel benzenesulfonamide-bearing pyrazoles and 1,2,4-thiadiazoles as selective carbonic anhydrase inhibitors". . . Retrieved 2021/10/05.