2-Amino-4-(4-chlorophenyl)-6-isobutylnicotinonitrile

Base Information

• Chemical Name: 2-Amino-4-(4-chlorophenyl)-6-isobutylnicotinonitrile
• CAS No.: 5584-15-6
• Molecular Formula: C7H8ClN3O
• Molecular Weight: 185.613
• DSSTox Substance ID: DTXSID30971239
• Wikidata: Q72434353
• Mol file: 5584-15-6.mol

Synonyms:2-amino-4-(4-chlorophenyl)-6-isobutylnicotinonitrile;331828-45-6;2-amino-4-(4-chlorophenyl)-6-(2-methylpropyl)pyridine-3-carbonitrile;CBMicro_025578;Oprea1_587780;Oprea1_844844;DTXSID30971239;CCG-12528;MFCD00244163;STK861260;AKOS000590273;6H-352S;BIM-0025437.P001;4-(4-Chlorophenyl)-2-imino-6-(2-methylpropyl)-1,2-dihydropyridine-3-carbonitrile

Chemical Property of 2-Amino-4-(4-chlorophenyl)-6-isobutylnicotinonitrile

Chemical Property:

• Appearance/Colour: off-white crystalline powder
• Vapor Pressure: 2.22E-08mmHg at 25°C
• Melting Point: 138-142 °C
• Refractive Index: 1.61
• Boiling Point: 452.6°C at 760 mmHg
• PKA: 12.01±0.10(Predicted)
• Flash Point: 227.5°C
• PSA: 81.14000
• Density: 1.414 g/cm³
• LogP: 2.19810
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 285.1032752
• Heavy Atom Count: 20
• Complexity: 354

Purity/Quality:

99% ^*data from raw suppliers

2-AMINO-5-CHLOROBENZENE-1-CARBOHYDRAZIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1=CC(=C(C(=N1)N)C#N)C2=CC=C(C=C2)Cl

Technology Process of 2-Amino-4-(4-chlorophenyl)-6-isobutylnicotinonitrile

There total 4 articles about 2-Amino-4-(4-chlorophenyl)-6-isobutylnicotinonitrile 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: 92.0%

ethyl 5-chloroanthranilate hydrochloride (130408-01-4) → 5-chloroanthranilic acid hydrazide (5584-15-6)

Guidance literature:

With hydrazine hydrate; In ethanol; for 16h; Heating;

DOI:10.1021/jm00105a044

Reference yield: 58.0%

4-chlorobenzenesulfonyl chloride (5202-89-1) → 5-chloroanthranilic acid hydrazide (5584-15-6)

Guidance literature:

With hydrazine; In ethanol; at 60 ℃; for 21h;

DOI:10.3987/com-05-s(t)9

Reference yield:

5-chloroanthranilic acid (635-21-2) → 5-chloroanthranilic acid hydrazide (5584-15-6)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 14 h / Heating

2: aq. hydrazine hydrate / Heating

With thionyl chloride; hydrazine hydrate;

DOI:10.3797/scipharm.aut-03-28

upstream raw materials:

ethyl 5-chloroanthranilate hydrochloride

4-chlorobenzenesulfonyl chloride

5-chloroanthranilic acid

Downstream raw materials:

5-(2-amino-5-chlorophenyl)-1,3,4-oxadiazole-2(3H)-one

methyl 5-(2-amino-5-chlorophenyl)-2,2-dimethyl-1,3,4-oxadiazole-3(2H)-carboxylate

ethyl 5-(2-amino-5-chlorophenyl)-2,2-dimethyl-1,3,4-oxadiazole-3(2H)-carboxylate

methyl 5-(2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamido)-5-chlorophenyl)-2,2-dimethyl-1,3,4-oxadiazole-3(2H)-carboxylate

Refernces

• 1、 Schuler, Elisabeth,Juanico, Nacho,Teixidó, Jordi,Michelotti, Enrique L.,Borrell, José I.. "A diversity oriented synthesis of 2,10-dioxo-10H-1,2,3,4,4a,5-hexahydropyridazino[3,2-b]quinazolines". . p. 161 - 173. Retrieved 2007/10/03.
• 2、 Francis, John E.,Cash, William D.,Barbaz, Beverly S.,Bernard, Patrick S.,Lovell, Richard A.,et al.. "Synthesis and Benzodiazepine Binding Activity of a Series of Novel Triazoloquinazolin-5(6H)-ones". . p. 281 - 290. Retrieved 2007/10/02.