4'-Chloro-[1,1'-biphenyl]-2-amine

Base Information

• Chemical Name: 4'-Chloro-[1,1'-biphenyl]-2-amine
• CAS No.: 1204-44-0
• Molecular Formula: C12H10ClN
• Molecular Weight: 203.671
• Hs Code.: 2921499090
• NSC Number: 95712
• DSSTox Substance ID: DTXSID40923380
• Nikkaji Number: J1.270.739H
• Wikidata: Q72434358
• ChEMBL ID: CHEMBL1868314
• Mol file: 1204-44-0.mol

Synonyms:1204-44-0;4'-Chloro-[1,1'-biphenyl]-2-amine;4'-Chloro-biphenyl-2-ylamine;2-(4-chlorophenyl)aniline;4'-chlorobiphenyl-2-amine;4'-chlorobiphenyl-2-ylamine;2-amino-4'-chlorobiphenyl;MLS002695317;4'-chloro[1,1'-biphenyl]-2-amine;4'-Chloro-2-biphenylamine;NSC95712;4'-chloro-2-aminobiphenyl;NCIOpen2_005832;AKOS BAR-0110;SCHEMBL395875;AMY177;CHEMBL1868314;DTXSID40923380;HMS3092I23;BAA20444;BCP17172;4'-chloro-1,1'-biphenyl-2-amine;MFCD03424659;NSC-95712;AKOS002683514;AB14566;DS-5427;2-Amino-4'-chlorobiphenyl hydrochloride;[1,1'-Biphenyl]-2-amine,4'-chloro-;SMR001561223;BB 0222451;CS-0156682;FT-0633481;EN300-195557;F20479;A804507;2-Amino-4 inverted exclamation marka-chlorobiphenyl;4 inverted exclamation marka-Chloro-Biphenyl-2-Ylamine;Z732776070

Chemical Property of 4'-Chloro-[1,1'-biphenyl]-2-amine

Chemical Property:

• Melting Point: 45.0 to 49.0 °C
• Boiling Point: 334.6 °C at 760 mmHg
• PKA: 3.26±0.10(Predicted)
• Flash Point: 156.2 °C
• PSA: 26.02000
• Density: 1.205 g/cm³
• LogP: 4.17040
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 203.0501770
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

99% ^*data from raw suppliers

4''-Chlorobiphenyl-2-ylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CC=C(C=C2)Cl)N
• Uses: 4''-Chlorobiphenyl-2-ylamine is used as a reagent in the synthesis of Boscalid (B675850); a fungicide belonging to the class of carboxamides. Boscalid acts by inhibiting spore germination and germ tube elongation, and is also effective on all other stages of fungal development. Boscalid is used in the agriculture to protect crops from gray mold, powdery mildew, and other fungus.

Technology Process of 4'-Chloro-[1,1'-biphenyl]-2-amine

There total 58 articles about 4'-Chloro-[1,1'-biphenyl]-2-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: 99.0%

4'-chloro-2-nitrobiphenyl (6271-80-3) → 2-(4-chlorophenyl)aniline (1204-44-0)

Guidance literature:

With iron(III) chloride; hydrazine hydrate; potassium carbonate; pyrographite; In methanol; water; at 85 ℃; for 2h;

DOI:10.1016/j.tetlet.2019.151491

Reference yield: 97.0%

4-Chlorophenylboronic acid (1679-18-1) + 2-bromoaniline (615-36-1) → 2-(4-chlorophenyl)aniline (1204-44-0)

Guidance literature:

With palladium diacetate; sodium carbonate; In ethanol; water; at 100 ℃; for 24h; Reagent/catalyst; Temperature; Solvent;

Reference yield: 93.0%

N-(4'-chloro-[1,1'-biphenyl]-2-yl)pivalamide → 2-(4-chlorophenyl)aniline (1204-44-0)

Guidance literature:

With hydrogen bromide; Aliquat 336; In octane; water; at 130 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c6gc03438a

upstream raw materials:

2-phenylbenzamide

4'-chloro-2-nitrobiphenyl

N-Phenylhydroxylamine

chlorobenzene

Downstream raw materials:

1-Benzoyl-3-(4'-chloro-biphenyl-2-yl)-thiourea

boscalid

2-chloro-9-(phenylsulfonyl)-9H-carbazole

methyl 5-((3-((4'-chloro-[1,1'-biphenyl]-2-yl)carbamoyl)pyridin-2-yl)thio)pentanoate

Refernces

• 1、 Glasnov, Toma N.,Kappe, C. Oliver. "Toward a continuous-flow synthesis of Boscalid". . p. 3089 - 3097. Retrieved 2010.
• 2、 Felpin, Francois-Xavier,Fouquet, Eric,Zakri, Cecile. "Improved Suzuki-Miyaura reactions of aryldiazonium salts with boronic acids by tuning palladium on charcoal catalyst properties". . p. 649 - 655. Retrieved 2009.
• 3、 Hofmann, Josefa,Clark, Timothy,Heinrich, Markus R.. "Strongly Directing Substituents in the Radical Arylation of Substituted Benzenes". . p. 9785 - 9791. Retrieved 2016.
• 4、 Fischer, Oliver,Hofmann, Josefa,Rampp, Hannelore,Kaindl, Jonas,Pratsch, Gerald,Bartuschat, Amelie,Taudte, R. Verena,Fromm, Martin F.,Hübner, Harald,Gmeiner, Peter,Heinrich, Markus R.. "Regiospecific Introduction of Halogens on the 2-Aminobiphenyl Subunit Leading to Highly Potent and Selective M3 Muscarinic Acetylcholine Receptor Antagonists and Weak Inverse Agonists". . p. 4349 - 4369. Retrieved 2020.
• 5、 Zhang, Wei,Yao, Zi-Jian,Deng, Wei. "Palladium Palladium Nanoparticles Nanoparticles Supported Supported on β-cyclodextrin on β-Cyclodextrin Functionalised Functionalized Poly(amido Poly(amidoamine)s amine)s and their and Application Their Application in Suzuki-Miyaura in Suzuki-Miyaura Cross-Coupling Cross-Coupling Reactions Reactions". . p. 1667 - 1677. Retrieved 2019.
• 6、 -. "Preparation method of acrylamido". . . Retrieved 2022/01/04.
• 7、 Goetz, Roland,Hashmi, A. Stephen K.,Orecchia, Patrizio,Petkova, Desislava Slavcheva,Rominger, Frank,Schaub, Thomas. "Pd-Catalysed Suzuki-Miyaura cross-coupling of aryl chlorides at low catalyst loadings in water for the synthesis of industrially important fungicides". supporting information. p. 8169 - 8180. Retrieved 2021/11/01.