2,4,6,8-Tetrachloropyrimido[5,4-d]pyrimidine

Base Information

• Chemical Name: 2,4,6,8-Tetrachloropyrimido[5,4-d]pyrimidine
• CAS No.: 32980-71-5
• Molecular Formula: C6Cl4N4
• Molecular Weight: 269.905
• European Community (EC) Number: 251-318-3
• NSC Number: 96654
• DSSTox Substance ID: DTXSID20186618
• Nikkaji Number: J30.171J
• Wikidata: Q83057965
• ChEMBL ID: CHEMBL363331
• Mol file: 32980-71-5.mol

Synonyms:32980-71-5;2,4,6,8-Tetrachloropyrimido[5,4-d]pyrimidine;Perchloropyrimido[5,4-d]pyrimidine;Tetrachloropyrimido(5,4-d)pyrimidine;Pyrimido[5,4-d]pyrimidine, tetrachloro-;TETRACHLOROPYRIMIDO[5,4-D]PYRIMIDINE;EINECS 251-318-3;MFCD02093495;Pyrimido[5,4-d]pyrimidine, 2,4,6,8-tetrachloro-;Pyrimido(5,4-d)pyrimidine, tetrachloro-;NSC96654;NSC 96654;Pyrimido[5, tetrachloro-;C6Cl4N4;tetrachloropyrimidopyrimidine;C6-Cl4-N4;CHEMBL363331;SCHEMBL1323446;DTXSID20186618;NSC-96654;2,4,6,8-tetrachloropyrimidopyrimidine;AKOS016010385;Pyrimido[5, 2,4,6,8-tetrachloro-;AS-47214;SY051322;2,6,8-Tetrachloropyrimido[5,4-d]pyrimidine;CS-0112925;FT-0609827;T1810;F12691;2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine;TETRACHLOROPYRIMIDO[5,4-D][1,3]DIAZINE;A852591;W-110829

Chemical Property of 2,4,6,8-Tetrachloropyrimido[5,4-d]pyrimidine

Chemical Property:

• Vapor Pressure: 0.000237mmHg at 25°C
• Melting Point: 254-258 °C
• Refractive Index: 1.704
• Boiling Point: 335.1 °C at 760 mmHg
• PKA: -3.88±0.30(Predicted)
• Flash Point: 186.8 °C
• PSA: 51.56000
• Density: 1.871g/cm³
• LogP: 3.03340
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: DMSO (Slightly)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 269.884757
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4,6,8-Tetrachloropyrimido[5,4-d]pyrimidine ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C12=C(C(=NC(=N1)Cl)Cl)N=C(N=C2Cl)Cl
• Uses: Potential tyrosine kinase signal transduction inhibitor. A pyrimido[5,4-d]pyrimidine derivative used as an intermediate in the preparation of nucleoside transporter 1 inhibitors and potential modulators of the activity of antimetabolite antitumor agents. Potential tyrosine kinase signal transduction inhibitor.A pyrimido[5,4-d]pyrimidine derivative used as an intermediate in the preparation of nucleoside transporter 1 inhibitors and potential modulators of the activity of antimetabolite antitumor agents.

Technology Process of 2,4,6,8-Tetrachloropyrimido[5,4-d]pyrimidine

There total 13 articles about 2,4,6,8-Tetrachloropyrimido[5,4-d]pyrimidine 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: 88.59%

2,4,6,8-tetrahydroxypyrimidine-[5,4-d]pyrimidine (6713-54-8) → 2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine (32980-71-5)

Guidance literature:

2,4,6,8-tetrahydroxypyrimidine-[5,4-d]pyrimidine; With thionyl chloride; In 1,4-dioxane; for 1h;

With N,N-dimethyl-formamide; In 1,4-dioxane; for 1.5h; Darkness;

Reference yield: 51.0%

3,7-disodio-1,5-dihydropyrimido[5,4-d]pyrimidine-2,4,6,8-(3H,7H)-tetralone → 2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine (32980-71-5)

Guidance literature:

With phosphorus pentachloride; trichlorophosphate; for 15h; Heating;

DOI:10.1039/b102224p

Reference yield: 39.0%

1,5-dihydropyrimido[5,4-d]pyrimidine-2,4,6,8-(3H,7H)-tetrone → 2,4,6,8-Tetrachloro-pyrimido[5,4-d]pyrimidine (32980-71-5)

Guidance literature:

1,5-dihydropyrimido[5,4-d]pyrimidine-2,4,6,8-(3H,7H)-tetrone; With sodium hydroxide; for 0.333333h; Heating;

With phosphorus pentachloride; trichlorophosphate; for 8h; Heating;

DOI:10.1021/jm040772w

upstream raw materials:

5-amino-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid

5-aminoorotic acid

2,4,6,8-tetrahydroxypyrimidine-[5,4-d]pyrimidine

6-Methyluracil

Downstream raw materials:

2,6-dichloro-N,N'-bis-(4-chloro-phenyl)-pyrimido[5,4-d]pyrimidine-4,8-diamine

N,N',N'',N'''-tetrakis-(4-chloro-phenyl)-pyrimido[5,4-d]pyrimidine-2,4,6,8-tetraamine

2,4,6,8-tetrakis-phenylsulfanyl-pyrimido[5,4-d]pyrimidine

N,N',N'',N'''-tetraphenyl-pyrimido[5,4-d]pyrimidine-2,4,6,8-tetraamine

Refernces

• 1、 -. "Synthesis method of dipyridamole intermediate". Paragraph 0027; 0035-0037; 0043-0045; 0050-0052. . Retrieved 2018/06/04.
• 2、 -. "Novel technology with introduced catalyst to optimize synthesis of dipyridamole". . . Retrieved 2017/08/31.