4-Chlorophthalazin-1-amine

Base Information

• Chemical Name: 4-Chlorophthalazin-1-amine
• CAS No.: 13580-86-4
• Molecular Formula: C8H6ClN3
• Molecular Weight: 179.609
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70423363
• Nikkaji Number: J737.051B
• Wikidata: Q82235567
• Mol file: 13580-86-4.mol

Synonyms:4-Chlorophthalazin-1-amine;13580-86-4;4-Chloro-phthalazin-1-ylamine;4-Chloro-1-phthalazinamine;4-CHLOROPHTHALAZIN-1-YLAMINE;1-Phthalazinamine, 4-chloro-;1-Amino-4-chlor-phthalazine;1-amino-4-chloro-phthalazine;SCHEMBL2020349;DTXSID70423363;IJYLJLPFNAQRLL-UHFFFAOYSA-N;BCP08963;MFCD00458186;STL367870;AKOS011422413;AM97508;AT26544;EN300-126704;A921962;Z959324504

Chemical Property of 4-Chlorophthalazin-1-amine

Chemical Property:

• Vapor Pressure: 2.18E-08mmHg at 25°C
• Refractive Index: 1.726
• Boiling Point: 452.8 °C at 760 mmHg
• Flash Point: 227.6 °C
• PSA: 51.80000
• Density: 1.445 g/cm³
• LogP: 2.44660
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 179.0250249
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

99%, ^*data from raw suppliers

4-Chlorophthalazin-1-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22-36/37/38:
• Hazard Codes: R20/21/22-36/37/38:
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=NN=C2Cl)N
• Uses: 4-Chlorophthalazin-1-amine is used to prepare 2-phenylimidazo[1,2-b]pyridazine derivatives as anthelmintics against Haemonchus contortus. It is also used to synthesize imidazo[2,1-a]phthalazines, potential inhibitors of p38 MAP kinase, prediction of binding affinities of protein ligands.

Technology Process of 4-Chlorophthalazin-1-amine

There total 3 articles about 4-Chlorophthalazin-1-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: 89.0%

1,4-dichlorophthalazine (4752-10-7) → 4-chlorophthalazin-1-ylamine (13580-86-4)

Guidance literature:

With copper(ll) sulfate pentahydrate; ammonia; In tetrahydrofuran; water; at 65 - 100 ℃; for 3h; under 9750.98 Torr; Microwave irradiation;

Reference yield:

2,3-dihydrophthalazine-1,4-dione (1445-69-8) → 4-chlorophthalazin-1-ylamine (13580-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / Reflux

2: ammonium hydroxide / 0.5 h / 120 °C / Microwave irradiation

With ammonium hydroxide; trichlorophosphate;

DOI:10.1016/j.bmcl.2013.02.027

Reference yield:

→ 4-chlorophthalazin-1-ylamine (13580-86-4)

Guidance literature:

1,4-Dichlor-phthalazin, wss.NH3, 120grad;

upstream raw materials:

1,4-dichlorophthalazine

2,3-dihydrophthalazine-1,4-dione

Downstream raw materials:

6-chloro-2-phenyl-imidazo[2,1-a]phthalazine

4-benzoylamino-2H-phthalazin-1-one

C₂₄H₁₈ClN₃O₂

C₁₆H₁₂ClN₃O

Refernces

• 1、 Elagawany, Mohamed,Ibrahim, Mohamed A.,Ali Ahmed, Hany Emary,El-Etrawy, A.Sh.,Ghiaty, Adel,Abdel-Samii, Zakaria K.,El-Feky, Said A.,Bajorath, Juergen. "Design, synthesis, and molecular modelling of pyridazinone and phthalazinone derivatives as protein kinases inhibitors". supporting information. p. 2007 - 2013. Retrieved 2013/05/09.
• 2、 Bystrykh, N. N.,Buzykin, B. I.,Stolyarov, A. P.,Flegontov, S. A.,Kitaev, Yu. P.. "SPECTRA AND STRUCTURE OF 1-AMINOPHTHALAZINES". . p. 666 - 673. Retrieved 2007/10/02.