5-Bromo-2,4-dichloropyrimidine
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5-Bromo-2,4-dichloropyrimidine
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CAS No:
36082-50-5
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Formula:
C4HBrCl2N2
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Chemical Name:
5-Bromo-2,4-dichloropyrimidine
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Synonyms:
Pyrimidine,5-bromo-2,4-dichloro-;5-Bromo-2,4-dichloropyrimidine;5-Bromo-2,6-dichloropyrimidine;2,4-Dichloro-5-bromopyrimidine;NSC 152517;2,6-Dichloro-5-bromopyrimidine
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CAS No:
5-Bromo-2,4-dichloropyrimidine Basic Attributes
227.87
227.87
124441
0
152517
DTXSID40302656
2933599090
Characteristics
25.8
2.8
Clear colorless to light yellow Liquid or Low Melting Solid
1.781 g/mL at 25 °C(lit.)
29-30 °C(lit.)
112-113 °C @ Press: 12 Torr
>230 °F
n20/D 1.603(lit.)
Keep Cold
Safety Information
Ⅱ
8
UN 3263 8/PG 2
3
23/24/25-34-43
26-27-36/37/39-45
T,C
Toxic/Corrosive
P261-P280-P301 + P310-P305 + P351 + P338-P310
H301 + H311 + H331-H314-H317
|Danger|H301+H311+H331 (75%): Toxic if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]|P260, P261, P264, P270, P271, P272, P280, P301+P310, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P311, P312, P321, P322, P330, P333+P313, P361, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 56 companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
5-Bromo-2,4-dichloropyrimidine Use and Manufacturing
5-bromouracil (6.0 g, 31.4 mmol) was mixed with PCl5 (16.4 g, 87.9 mmol) in a reaction flask.Add 1, 1, 2-trichloroethane (50 mL), The reaction mixture was heated to reflux.During the reaction, the mixture changed from a suspended state to a pale yellow clear solution.At this point TLC showed that the starting material was completely reacted.Drop to room temperature.Slowly pour the reaction mixture into stirred ice water.Stir for 1h, Add DCM (3 x 50 mL) for extraction.The organic layer was dried over anhydrous MgSO4.Evaporate the solvent, A pale yellow transparent liquid was obtained.Further purified on a silica gel column.Obtaining a colorless transparent liquid, That is, Compound 2 (yield 99.5percent, purity 97percent).5-bromo-uracil 19.1g (100mmol) was mixed with 60ml phosphorus oxy trichloride, and the reaction was stirred for five days at 125 deg.] C, was added 100ml of ice water quench the reaction.Extracted three times with 120ml of diethyl ether the reaction solution, and the combined organic phases were evaporated under reduced pressure to remove ether and excess phosphorus oxychloride to give 5-bromo-2, 4-dichloropyrimidine 19.4g (87percent).
Starting material for the synthesis of trisubstituted pyrimidines via a combination of nucleophilic substitution and palladium-catalyzed aryl cross-coupling.1
Computed Properties
Molecular Weight:227.87
XLogP3:2.8
Hydrogen Bond Acceptor Count:2
Exact Mass:225.87002
Monoisotopic Mass:225.87002
Topological Polar Surface Area:25.8
Heavy Atom Count:9
Complexity:103
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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