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| CAS No.: | 32779-36-5 |
|---|---|
| Name: | 5-Bromo-2-chloropyrimidine |
| Molecular Structure: | |
|
|
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| Formula: | C4H2BrClN2 |
| Molecular Weight: | 193.43 |
| Synonyms: | 5-bromo-2-chloro-pyrimidine;Pyrimidine, 5-bromo-2-chloro-;2-chloro-5-bromopyrimidine; |
| EINECS: | -0 |
| Density: | 1.86 g/cm3 |
| Melting Point: | 76-81 °C(lit.) |
| Boiling Point: | 291.552 °C at 760 mmHg |
| Flash Point: | 130.126 °C |
| Solubility: | insoluble in water |
| Appearance: | off-white to beige crystalline powder |
| Hazard Symbols: |
Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-36/39-37/39-36 |
| PSA: | 25.78000 |
| LogP: | 1.89250 |

5-bromopyrimidin-2-ol


5-Bromo-2-chloropyrimidine

| Conditions | Yield |
|---|---|
| With trichlorophosphate at 80℃; | 88% |
| With trichlorophosphate In N,N-dimethyl-aniline for 4h; Heating / reflux; | 75% |
| With N,N-dimethyl-aniline; trichlorophosphate for 4h; Heating; | 73% |

5-bromo-1H-pyrimidin-2-one


5-Bromo-2-chloropyrimidine

| Conditions | Yield |
|---|---|
| With N,N-dimethyl-aniline; trichlorophosphate for 6h; Heating / reflux; | 84% |

5-bromopyrimidine


5-Bromo-2-chloropyrimidine

| Conditions | Yield |
|---|---|
| With trichlorophosphate at 0 - 120℃; for 4.16667h; | 80% |
| With trichlorophosphate at 0 - 120℃; for 4.25h; |


5-Bromo-2-chloropyrimidine

| Conditions | Yield |
|---|---|
| With N,N-dimethyl-aniline; trichlorophosphate | 77% |

5-bromo-2-aminopyrimidine


5-Bromo-2-chloropyrimidine

| Conditions | Yield |
|---|---|
| With tert.-butylnitrite; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane at 20℃; Inert atmosphere; | 36% |

4-amino-5-bromo-2-chloropyrimidine


5-Bromo-2-chloropyrimidine

| Conditions | Yield |
|---|---|
| With tetrahydrofuran; tert.-butylnitrite; dimethyl sulfoxide at 30℃; for 2h; Green chemistry; | 27% |

2-chloropyrimidine


5-Bromo-2-chloropyrimidine

| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide; boron trifluoride diethyl etherate In acetonitrile at 20℃; Solvent; Reflux; | 14.1 g |
| With bromine; acetic acid Reflux; | 29 g |
| With bromine; acetic acid Reflux; | 29 g |

| Conditions | Yield |
|---|---|
| In methanol; water for 72h; Reflux; | 100% |
| With potassium carbonate In tetrahydrofuran; water; tert-butyl alcohol at 150℃; for 0.25h; microwave; | 98% |
| Stage #1: 5-Bromo-2-chloropyrimidine; methylamine In methanol at 115℃; for 48h; Sealed vessel; Stage #2: With sodium hydroxide In dichloromethane; water | 93% |

5-Bromo-2-chloropyrimidine


isopropyl alcohol


5-bromo-2-(propan-2-yloxy)pyrimidine

| Conditions | Yield |
|---|---|
| With sodium at 20℃; | 100% |
| Stage #1: isopropyl alcohol With sodium hydride Stage #2: 5-Bromo-2-chloropyrimidine for 15h; Reflux; | |
| With sodium hydride at 60℃; for 24.5h; Heating / reflux; |

| Conditions | Yield |
|---|---|
| Stage #1: morpholine With potassium carbonate In acetonitrile at 20℃; for 1h; Stage #2: 5-Bromo-2-chloropyrimidine In acetonitrile for 18h; Reflux; | 100% |
| With potassium carbonate In acetonitrile at 85℃; for 10h; | 95% |
| With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 16h; | 85% |
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Safety
5-Bromo-2-Chloropyrimidine
Hazard Codes : Xi
Risk Statements : 36/37/38
Safety Statements : 26-36/39-37/39-36