4,6-Dichloropyrimidine CAS 1193-21-1

Introduction：Basic information about 4,6-Dichloropyrimidine CAS 1193-21-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

4,6-Dichloropyrimidine Basic information

• Product Name: 4,6-Dichloropyrimidine
• Synonyms: IFLAB-BB F2124-0077;PYRIMIDINE, 4,6-DICHLORO-;4 6-DICHLOROPYRIMIDINE 99%;4,6-Dichoropyrimidine;Pyrimidine, 4,6-dichloro- (7CI,8CI,9CI);4,6-DICHLOROPYRIMIDINE;4,6-Dichloropyrimidine ,98%;4,6-Dichloropyrimidine,97%
• CAS: 1193-21-1
• MF: C4H2Cl2N2
• MW: 148.98
• EINECS: 214-770-2
• Product Categories: Bases & Related Reagents;Nucleotides;Pyrazines, Pyrimidines & Pyridazines;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;PYRIMIDINE;FINE Chemical & INTERMEDIATES;Halides;Pyridines, Pyrimidines, Purines and Pteredines;Pyrimidines;PyrimidinesHeterocyclic Building Blocks;Heterocycle-Pyrimidine series;alkyl chloride;Heterocycles;Pyrazines, Pyrimidines & Pyridazines;Nucleotides and Nucleosides;J's;bc0001;1193-21-1
• Mol File: 1193-21-1.mol

4,6-Dichloropyrimidine Chemical Properties

• Melting point: 65-67 °C (lit.)
• Boiling point: 176 °C (lit.)
• density: 1.6445 (rough estimate)
• vapor pressure: 30-390Pa at 20-50℃
• refractive index: 1.6300 (estimate)
• Fp: 176°C
• storage temp.: Inert atmosphere,2-8°C
• solubility: 95% ethanol: soluble50mg/mL, clear to very slightly hazy, colorless to yellow
• pka: -4.20±0.17(Predicted)
• form: Crystals
• color: Yellow-green
• BRN: 111195
• InChI: 1S/C4H2Cl2N2/c5-3-1-4(6)8-2-7-3/h1-2H
• InChIKey: XJPZKYIHCLDXST-UHFFFAOYSA-N
• SMILES: Clc1cc(Cl)ncn1
• LogP: 1.45 at 25℃ and pH7.2
• Surface tension: 65.72mN/m at 1g/L and 20℃
• CAS DataBase Reference: 1193-21-1(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrimidine, 4,6-dichloro-(1193-21-1)

Safety Information

• Hazard Codes: C
• Risk Statements: 34-20/21/22-36/37
• Safety Statements: 26-36/37/39-45-27
• RIDADR: UN 3263 8/PG 2
• WGK Germany: 3
• F: 19
• Hazard Note: Corrosive
• HazardClass: 8
• PackingGroup: II
• HS Code: 29335990
• Storage Class: 8A - Combustible corrosive hazardous materials
• Hazard Classifications: Skin Corr. 1B

4,6-Dichloropyrimidine Usage And Synthesis

Uses

4,6-Dichloropyrimidine (cas# 1193-21-1) is a compound useful in organic synthesis.

Chemical Properties

Yellow Solid

Uses

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.

General Description

Cyclic voltammograms of 4,6-dichloropyrimidine shows three cathodic waves, arising from sequential cleavage of carbon-chlorine bonds as well as the reduction of pyrimidine.

Synthesis

The synthesis of 4,6-Dichloropyrimidine is as follows:Dissolve 105.5g of 4,6-diaminopyrimidine in 660.0g of 31% hydrochloric acid and pour into a 2000ml bottle to cool to -5 ° C and dropwise add 500.3g of 33% sodium nitrite. After 2 hours of reaction, HPLC detects 4,6-diamino Pyrimidine is less than 0.5%. 42.8 g of cuprous chloride and 214.0 g of 31% hydrochloric acid are prepared in a 2000 ml bottle. The diazonium salt mother liquor is added dropwise to the bottle. After the dropwise reaction, the reaction is performed at 45 ° C for 2 hours. .Extract with 400g of recovered trichloroethane (200x2 times less than new ones), combine the organic layers for distillation, control the water flush pump 5KPa, temperature 40-140 , collect 404.2g of solvent in the early 40-90 , 90-140 in the later The product was collected at a temperature of 14 ° C to obtain 146.9 g of 4,6-dichloropyrimidine. The yield was 86.4% (based on formazan hydrochloride) and the purity was 99.4%.

References

[1] Patent: CN108395409, 2018, A. Location in patent: Paragraph 0039-0041; 0044
[2] Patent: CN105439963, 2016, A. Location in patent: Paragraph 0011
[3] Patent: CN108341784, 2018, A. Location in patent: Paragraph 0027; 0028; 0029; 0031-0033; 0039; 0040
[4] Patent: CN105732514, 2016, A. Location in patent: Paragraph 0027; 0028
[5] Patent: CN108178749, 2018, A. Location in patent: Paragraph 0027; 0028; 0030; 0032; 0034; 0036; 0038; 0040

4,6-Dichloropyrimidine Preparation Products And Raw materials

• Raw materials: Sodium ethoxide-->4,6-Dihydroxypyrimidine-->MALONIC ACID DI-N-BUTYL ESTER-->PHOSGENE-->formamide-->Acetonitrile
• Preparation Products: Bensulfuron methyl-->Chlorimuron-ethyl-->4,6-DIBROMOPYRIMIDINE-->2-Amino-4,6-dimethoxypyrimidine-->ETRIMFOS-->4-Hydroxy-6-aminopyrimidine-->4-HYDRAZINO-6-HYDROXYPYRIMIDINE-->5-BROMO-4,6-DIMETHOXYPYRIMIDINE-->6-Chloropyrimidin-4(3H)-one-->2-Amino-4-Chloro-6-MethoxyPyrimidine-->4-Chloro-6-(1H-imidazol-1-yl)pyrimidine-->4,6-DIFLUOROPYRIMIDINE-->4-Chloro-6-thiophen-2-yl-pyrimidine-->4-Chloro-6-(cyclopropylamino)pyrimidine-->(6-ChloropyriMidin-4-yl)MethanaMine