4,6-Dichloropyrimidine

Base Information

• Chemical Name: 4,6-Dichloropyrimidine
• CAS No.: 1193-21-1
• Molecular Formula: C4H2Cl2N2
• Molecular Weight: 148.979
• Hs Code.: 29335990
• European Community (EC) Number: 214-770-2
• NSC Number: 37530
• UNII: TTE9SA8H44
• DSSTox Substance ID: DTXSID10152403
• Nikkaji Number: J865F
• Wikidata: Q72468052
• ChEMBL ID: CHEMBL1992013
• Mol file: 1193-21-1.mol

Synonyms:4,6-Dichloropyrimidine;1193-21-1;Pyrimidine, 4,6-dichloro-;4,6-dichloro-pyrimidine;MFCD00006109;4,6-dichloro pyrimidine;AI3-26563;EINECS 214-770-2;NSC 37530;NSC-37530;EC 214-770-2;dichloropyrmidine;dichloropyrimidine;NSC37530;4,6-dichloropyrimdine;4,6-dichloropyrimidin;4,6-dichlorpyrimidine;4,6 dichloropyrimidine;4,6-dichioropyrimidine;4,6-dichlor-pyrimidine;4,6-dichloropyrirnidine;4,6- dichloropyrimidine;4, 6 dichloro pyrimidine;TTE9SA8H44;SCHEMBL39924;4,6-Dichloropyrimidine, 97%;CHEMBL1992013;DTXSID10152403;BCP16087;STR03622;STL197981;AKOS001295631;AB00591;AC-2906;CS-W018513;NCI60_003520;AM20080738;BB 0242417;D2488;FT-0617248;EN300-25606;A18118;Q-200421;F2124-0077;Z212050238

Chemical Property of 4,6-Dichloropyrimidine

Chemical Property:

• Appearance/Colour: Yellow Solid
• Vapor Pressure: 30-390Pa at 20-50℃
• Melting Point: 65-67 °C(lit.)
• Refractive Index: 1.742
• Boiling Point: 176 °C at 760 mmHg
• PKA: -4.20±0.17(Predicted)
• Flash Point: 105.1 °C
• PSA: 25.78000
• Density: 1.493 g/cm³
• LogP: 1.78340
• Storage Temp.: -20°C
• Solubility.: 95% ethanol: soluble50mg/mL, clear to very slightly hazy, colorl
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 147.9595035
• Heavy Atom Count: 8
• Complexity: 70.4

Purity/Quality:

99% ^*data from raw suppliers

4,6-Dichloropyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-20/21/22-36/37
• Safety Statements: 26-36/37/39-45-27

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(N=CN=C1Cl)Cl
• Uses: 4,6-Dichloropyrimidine (cas# 1193-21-1) is a compound useful in organic synthesis. 4,6-Dichloropyrimidine was used in the synthesis of N-substituted azacalix[4]pyrimidines. It was used as starting reagent for the synthesis of disubstituted pyrimidines by tandem amination and Suzuki-Miyaura cross-coupling. It was also used in a biarylpyrimidine synthesis involving biaryl cross-coupling.

Technology Process of 4,6-Dichloropyrimidine

There total 16 articles about 4,6-Dichloropyrimidine 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: 100.0%

5-ethyl-2-methyl-pyridine (104-90-5) + 4,6-pyrimidinediol (1193-24-4) → 4,6-dichloropyrimidine (1193-21-1)

Guidance literature:

With trichlorophosphate;

Reference yield: 99.83%

4,6-pyrimidinediol (1193-24-4) → 4,6-dichloropyrimidine (1193-21-1)

Guidance literature:

With triethylamine; trichlorophosphate; at 40 - 105 ℃; for 2h;

Reference yield: 95.0%

→ 4,6-dichloropyrimidine (1193-21-1)

Guidance literature:

With dmap; thionyl chloride; bis(trichloromethyl) carbonate; at 65 - 70 ℃;

upstream raw materials:

1H-pyrimidine-4,6-dione

phosgene

formamide

acetonitrile

Downstream raw materials:

4-Chloro-6-(piperidin-1-yl)pyrimidine

4-chloro-6-piperidin-1-yl-pyrimidine-5-carbaldehyde

4,6-diiodopyrimidine

4-(1'-pyrazolyl)pyrimidine

Refernces

• 1、 Mantescu et al.. "-". . p. 178,181. Retrieved 1965.
• 2、 Wang, Jian,Li, Yan-Hui,Pan, Song-Cheng,Li, Ming-Fang,Du, Wenting,Yin, Hong,Li, Jing-Hua. "Efficient Phosphorus-Free Chlorination of Hydroxy Aza-Arenes and Their Application in One-Pot Pharmaceutical Synthesis". supporting information. p. 146 - 153. Retrieved 2020/03/10.
• 3、 Chashoo, Gousia,Khazir, Jabeena,Maqbool, Tariq,Mir, Bilal Ahmad,Pilcher, Lynne,Riley, Darren. "Design, synthesis, and anticancer evaluation of acetamide and hydrazine analogues of pyrimidine". . . Retrieved 2020/02/05.