4,6-DICHLORO-2-METHYLPYRIMIDINE-5-CARBALDEHYDE
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4,6-DICHLORO-2-METHYLPYRIMIDINE-5-CARBALDEHYDE
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CAS No:
14160-91-9
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Formula:
C6H4Cl2N2O
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Chemical Name:
4,6-DICHLORO-2-METHYLPYRIMIDINE-5-CARBALDEHYDE
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Synonyms:
4,6-DICHLORO-2-METHYLPYRIMIDINE-5-CARBALDEHYDE;4,6-dichloro-2-methyl-5-pyrimidinecarboxaldehyde;5-PYRIMIDINECARBOXALDEHYDE, 4,6-DICHLORO-2-METHYL-;PubChem16128;SCHEMBL114532;CTK4C2713;DTXSID80629950;BCP25725;KS-00000B3D;6889AA
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CAS No:
4,6-DICHLORO-2-METHYLPYRIMIDINE-5-CARBALDEHYDE Basic Attributes
191.02
189.970062
DTXSID80629950
2933599090
Safety Information
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
4,6-DICHLORO-2-METHYLPYRIMIDINE-5-CARBALDEHYDE Use and Manufacturing
Intermediate 45: 4, 6-Dichloro-2-methylpyrimidine-5-carbaldehvde Water (0.199 mL, 11.03 mmol) was added to phosphoryl trichloride (7.28 mL, 78.11 mmol) over an ice bath. N, N-dimethylaniline (0.291 mL, 2.30 mmol) was then added. N- ((4, 6-dihydroxy-2-methylpyrimidin-5-yl)methylene)-N-methylmethanaminium chloride (Intermediate 46; 1 g, 4.59 mmol) was added portionwise to the resulting solution at room temperature. The resulting suspension was stirred at 120 °C for 20 hours. The reaction mixture was poured slowly into ice/ chloroform. The chloroform layer was washed sequentially with saturated NaHC0Reference Production of 4, 6-dichloro-2-methylpyrimidine-5-carbaldehyde To ice-cooled phosphorus oxychloride (52.2 g, 340 mmol) was added dropwise DMF (3.10 mL, 40 mmol), and the mixture was stirred at room temperature for 30 min. 4, 6-Dihydroxy-2-methylpyrimidine (5.04 g, 40 mmol) was added by small portions, and the mixture was stirred at room temperature for 1 hr and then at 120°C for 10 hr. After cooling, the reaction mixture was poured into ice. Ethyl acetate and diethyl ether were added thereto, and the insoluble material was filtered off, and the filtrate was extracted 3 times with ethyl acetate/diethyl ether=1/4 solution. The extract was washed successively with water and brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluate, hexane:ethyl acetate=95:5-->75:25) to give the title compound (3.46 g, 45percent) as a yellow solid.
Computed Properties
Molecular Weight:191.01
XLogP3:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:189.9700681
Monoisotopic Mass:189.9700681
Topological Polar Surface Area:42.8
Heavy Atom Count:11
Complexity:144
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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4,6-DICHLORO-2-METHYLPYRIMIDINE-5-CARBALDEHYDE
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