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| CAS No.: | 36082-50-5 |
|---|---|
| Name: | 5-Bromo-2,4-dichloropyrimidine |
| Article Data: | 22 |
| Molecular Structure: | |
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|
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| Formula: | C4HBrCl2N2 |
| Molecular Weight: | 227.875 |
| Synonyms: | 2,4-dichloro-5-bromo pyrimidine;5-bromo-2,4-dichloro-pyrimidine;2,4-Dichloro-5-bromo pyrimidine;Pyrimidine, 5-bromo-2,4-dichloro-; |
| EINECS: | -0 |
| Density: | 1.965 g/cm3 |
| Melting Point: | 29-30 °C(lit.) |
| Boiling Point: | 287.476 °C at 760 mmHg |
| Flash Point: | 127.661 °C |
| Appearance: | light yellow solid or liquid |
| Hazard Symbols: |
 T
|
| Risk Codes: | 23/24/25-34 |
| Safety: | 26-27-36/37/39-45 |
| Transport Information: | UN 3263 8/PG 2 |
| PSA: | 25.78000 |
| LogP: | 2.54590 |
- 483366-12-7(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
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- 5156-58-1N-(1-Benzyl-4-pipperidinyl)-N-phenylpropanamide HCl
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- 50288-62-5threo-Phenyl-2-piperidyl acetamide
- 82993-81-5D-threo-Ritalinic acid hydrochloride
- 47087-37-6Z-D-Glu-OMe
- 73441-42-6METHYL-5-CHLORO-2,2-DIMETHYLVALERATE
- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 852475-26-4MC1568
- 51-20-7
5-bromouracil
- 36082-50-5
2,4-dichloro-5-bromopyrimidine
| Conditions | Yield |
|---|---|
| With phosphorus pentachloride In 1,1,2-trichloroethane Reagent/catalyst; Solvent; Reflux; | 99.5% |
| With N,N-dimethyl-aniline; trichlorophosphate at 120 - 130℃; for 1.33333h; | 96.6% |
| With phosgene; Tributylphosphine oxide at -5 - 125℃; for 1.83333h; Inert atmosphere; | 89.7% |
- 51-20-7
2,4-dihydroxy-5-bromopyrimidine
- 36082-50-5
2,4-dichloro-5-bromopyrimidine
| Conditions | Yield |
|---|---|
| With pyridine; trichlorophosphate at 160℃; for 2h; Autoclave; neat (no solvent); | 91% |
| With dmap; thionyl chloride; bis(trichloromethyl) carbonate for 12.5h; Reflux; Green chemistry; | 90% |
| With phosphorus pentachloride; trichlorophosphate |
- 51-20-7
5-bromouracil
- 10026-13-8, 874483-75-7
phosphorus pentachloride
- 10025-87-3, 12599-09-6, 63736-95-8
trichlorophosphate
- 36082-50-5
2,4-dichloro-5-bromopyrimidine
- 113138-12-8
5-bromo-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one
- 36082-50-5
2,4-dichloro-5-bromopyrimidine
| Conditions | Yield |
|---|---|
| With N-ethyl-N,N-diisopropylamine; trichlorophosphate at 90℃; |
- 36082-50-5
2,4-dichloro-5-bromopyrimidine
- 205672-25-9
4-amino-5-bromo-2-chloropyrimidine
| Conditions | Yield |
|---|---|
| With ammonia In methanol at 20℃; | 100% |
| With ammonium hydroxide In tetrahydrofuran at 20℃; for 12h; | 100% |
| With ammonium hydroxide In tetrahydrofuran; water at 20℃; for 1.5h; | 100% |
- 36082-50-5
2,4-dichloro-5-bromopyrimidine
- 844843-37-4
5-bromo-2-chloro-pyrimidin-4(3H)-one
| Conditions | Yield |
|---|---|
| With sodium hydroxide In tetrahydrofuran; water at 20℃; for 6h; Cooling; | 86% |
| Stage #1: 2,4-dichloro-5-bromopyrimidine With sodium hydroxide In tetrahydrofuran at 20℃; for 3h; Stage #2: With hydrogenchloride In tetrahydrofuran | 64% |
| Stage #1: 2,4-dichloro-5-bromopyrimidine With sodium hydroxide In tetrahydrofuran at 20℃; for 3h; Inert atmosphere; Stage #2: With hydrogenchloride In tetrahydrofuran; water Inert atmosphere; | 64% |
- 36082-50-5
2,4-dichloro-5-bromopyrimidine
- 1197953-47-1
(2-aminophenyl)dimethyl phosphorus oxide
- 1407520-11-9
(2-((5-bromo-2-chloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide
| Conditions | Yield |
|---|---|
| With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In N,N-dimethyl-formamide at 65℃; for 8h; | 72% |
| With potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate In N,N-dimethyl-formamide at 65℃; for 7h; | 66% |
| With tetrabutylammonium hydrogensulfate; potassium carbonate In N,N-dimethyl-formamide at 65℃; for 7h; | 66% |
| With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 12h; | 2.96 g |
- 36082-50-5
2,4-dichloro-5-bromopyrimidine
- 75178-96-0
N-Boc-1,3-diaminopropane
- 1046784-89-7
(3-((5-bromo-2-chloropyrimidin-4-yl)amino)propyl)carbamic acid tert-butyl ester
| Conditions | Yield |
|---|---|
| With triethylamine In acetonitrile at 20℃; for 3.5h; | 100% |
| With triethylamine In acetonitrile at 20℃; for 0.5h; | 41% |
| With triethylamine In acetonitrile at 0 - 20℃; | |
| With N-ethyl-N,N-diisopropylamine In isopropyl alcohol regioselective reaction; | |
| With potassium carbonate In isopropyl alcohol at 80℃; for 24h; |
- 36082-50-5
2,4-dichloro-5-bromopyrimidine
- 68621-88-5
(3-aminophenyl)carbamic acid tert-butyl ester
- 1202760-30-2
tert-butyl (3-((5-bromo-2-chloropyrimidin-4-yl)amino)phenyl)carbamate
| Conditions | Yield |
|---|---|
| With potassium carbonate In N,N-dimethyl-formamide | 99% |
| With potassium carbonate In N,N-dimethyl-formamide at 21℃; for 16h; Inert atmosphere; | 98% |
| With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h; | 98% |
- 36082-50-5
2,4-dichloro-5-bromopyrimidine
- 74-89-5
methylamine
- 205672-24-8
5-bromo-2-chloro-N-methyl-pyrimidin-4-amine
| Conditions | Yield |
|---|---|
| In methanol at 0 - 20℃; for 3.66667h; | 100% |
| In methanol; water Cooling with ice; | 88% |
| In methanol; ethanol at 0 - 20℃; for 3h; | 88% |
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Standards and Recommendations
Specification
The 5-Bromo-2,4-dichloropyrimidine, with the CAS registry number 36082-50-5, is also called 2,4-Dichloro-5-bromo pyrimidine. And the molecular formula of this chemical is C4HBrCl2N2. It is a kind of colourless oil, and belongs to the following product categories: Pyrimidine Series; Pyridines, Pyrimidines, Purines and Pteredines; Pharmacetical; Halides; Halogenated; Organohalides; Nucleotides and Nucleosides; Aromatics Compounds; Bases & Related Reagents; Aromatics; Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks.
The physical properties of 5-Bromo-2,4-dichloropyrimidine are as following: (1)ACD/LogP: 1.89; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.891; (4)ACD/LogD (pH 7.4): 1.891; (5)ACD/BCF (pH 5.5): 16.103; (6)ACD/BCF (pH 7.4): 16.103; (7)ACD/KOC (pH 5.5): 254.408; (8)ACD/KOC (pH 7.4): 254.408; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 25.78 Å2; (13)Index of Refraction: 1.605; (14)Molar Refractivity: 39.916 cm3; (15)Molar Volume: 115.967 cm3; (16)Polarizability: 15.824×10-24cm3; (17)Surface Tension: 56.402 dyne/cm; (18)Density: 1.965 g/cm3; (19)Flash Point: 127.661 °C; (20)Enthalpy of Vaporization: 50.553 kJ/mol; (21)Boiling Point: 287.476 °C at 760 mmHg; (22)Vapour Pressure: 0.004 mmHg at 25°C.
Uses of 5-Bromo-2,4-dichloropyrimidine: It can react with tributyl-styryl-stannane to produce 5-bromo-2-chloro-4-(b-styryl)pyrimidine. This reaction will need reagent dichlorobis(triphenylphosphine)palladium(II), and the solvent dimethylformamide. The reaction time is 6 hours with temperature of 70°C, and the yield is about 73%.
You should be cautious while dealing with this chemical. It is toxic by inhalation, in contact with skin and if swallowed, and it may also cause burns. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; Take off immediately all contaminated clothing; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: c1c(c(nc(n1)Cl)Cl)Br
(2)InChI: InChI=1/C4HBrCl2N2/c5-2-1-8-4(7)9-3(2)6/h1H
(3)InChIKey: SIKXIUWKPGWBBF-UHFFFAOYAQ