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| CAS No.: | 83857-96-9 |
|---|---|
| Name: | 2-Butyl-4-chloro-5-formylimidazole |
| Article Data: | 36 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H11ClN2O |
| Molecular Weight: | 186.641 |
| Synonyms: | 2-Butyl-4-chloro-1H-imidazole-5-carboxaldehyde;2-Butyl-4-chloro-1H-imidazolyl-5-carboxaldehyde; |
| EINECS: | 410-260-0 |
| Density: | 1.24 g/cm3 |
| Melting Point: | 97-100 °C(lit.) |
| Boiling Point: | 384.1 °C at 760 mmHg |
| Flash Point: | 186.1 °C |
| Solubility: | slightly soluble in water |
| Appearance: | Yellow solid |
| Hazard Symbols: |
 Xi,  N
|
| Risk Codes: | 43-51/53 |
| Safety: | 24-37-61 |
| Transport Information: | UN 3077 9/PG 3 |
| PSA: | 45.75000 |
| LogP: | 2.21820 |
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- 926293-55-26-Bromo-2-methylpyridine-3-carboxaldehyde
- 911112-05-55-Iodo-3-(trifluoromethyl)-2-pyridinamine
- 75-09-2
dichloromethane
- 79047-41-9
2-n-butyl-4-chloro-5-hydroxymethylimidazole
- 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde
| Conditions | Yield |
|---|---|
| With potassium hydroxide In water; acetic acid | 92% |
| In water; acetic acid |
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
- 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde
| Conditions | Yield |
|---|---|
| Stage #1: (1-iminopentyl)glycine tert-butyl ester With trifluoroacetic acid In 1,2-dichloro-ethane at 20℃; for 24h; Large scale; Stage #2: With trichlorophosphate In toluene at 80℃; for 2h; Large scale; Stage #3: N,N-dimethyl-formamide In toluene at 105℃; for 7h; Temperature; Large scale; | 89.2% |
- 168900-00-3
(Z)-2-butyl-4-(dimethylaminomethylene)-2-imidazolin-5-one
- 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde
| Conditions | Yield |
|---|---|
| With trichlorophosphate at 100℃; for 1.5h; Substitution; | 88% |
- 139742-78-2
4(5)-bromo-2-butyl-1H-imidazole-5(4)-carboxaldehyde
- 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde
| Conditions | Yield |
|---|---|
| With hydrogenchloride for 24h; Heating; | 87% |
- 79047-41-9
2-n-butyl-4-chloro-5-hydroxymethylimidazole
- 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde
| Conditions | Yield |
|---|---|
| With ammonium cerium(IV) nitrate In acetic acid at 25℃; for 3h; | 77% |
| With 2,2,6,6-tetramethyl-piperidine-N-oxyl; iodine; sodium hydrogencarbonate In water; toluene at 20℃; for 16h; | 690 mg |
| With oxygen; Pt/Bi on graphite In methanol at 60℃; under 2250.23 Torr; for 6h; Product distribution; Further Variations:; Reagents; | |
| With manganese dioxide In dichloromethane | 12.81 g (86%) |
- 57246-71-6
methyl pentanimidate
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
- 56-40-6
glycine
- 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde
| Conditions | Yield |
|---|---|
| Stage #1: glycine With sodium hydroxide In methanol at 0℃; for 0.25h; Stage #2: methyl pentanimidate In methanol at 0 - 20℃; for 16.16 - 16.25h; Stage #3: N,N-dimethyl-formamide With sodium hydroxide; water; trichlorophosphate; copper(II) bis(trifluoromethanesulfonate) Product distribution / selectivity; more than 3 stages; | 71% |
| Stage #1: glycine With sodium hydroxide In methanol at 0℃; for 0.25h; Stage #2: methyl pentanimidate In methanol at 0 - 20℃; for 16.16 - 16.25h; Stage #3: N,N-dimethyl-formamide With sodium hydroxide; trichlorophosphate Product distribution / selectivity; more than 3 stages; | 66.4% |
| Stage #1: methyl pentanimidate; glycine With sodium hydroxide In methanol; water; toluene Stage #2: N,N-dimethyl-formamide With trichlorophosphate In toluene at 100℃; for 2h; | 55% |
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
- 154147-42-9
2-butyl-2-imidazolin-5-one
A
- 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde
| Conditions | Yield |
|---|---|
| With trichlorophosphate In toluene at 100℃; for 2h; Dehydrogenation; Vilsmeier formylation; chlorination; | A 55% B n/a C n/a |
- 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde
| Conditions | Yield |
|---|---|
| With water Yield given; | |
| With water Hydrolysis; Acid hydrolysis; |
- 68282-49-5
2-butyl-1H-imidazole-5-carboxaldehyde
- 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde
| Conditions | Yield |
|---|---|
| With N-chloro-succinimide Chlorination; |
- 68-12-2, 33513-42-7
N,N-dimethyl-formamide
- 158365-99-2
2-butyl-5-chloro-1H-imidazole
- 83857-96-9
2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde
| Conditions | Yield |
|---|---|
| With trichlorophosphate In chlorobenzene at 100℃; for 4h; Formylation; Vilsmeier reaction; |
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Chemistry
The Molecular Structure of 2-Butyl-4-chloro-5-formylimidazole (CAS NO.83857-96-9):
Empirical Formula: C8H11ClN2O
Molecular Weight: 186.6387
IUPAC Name: 2-butyl-5-chloro-1H-imidazole-4-carbaldehyde
Appearance: Yellow Solid
Nominal Mass: 186 Da
Average Mass: 186.6387 Da
Monoisotopic Mass: 186.055991 Da
Index of Refraction: 1.568
Molar Refractivity: 49.24 cm3
Molar Volume: 150.4 cm3
Surface Tension: 49 dyne/cm
Density: 1.24 g/cm3
Flash Point: 186.1 °C
Enthalpy of Vaporization: 63.28 kJ/mol
Boiling Point: 384.1 °C at 760 mmHg
Vapour Pressure: 4.18E-06 mmHg at 25°C
Melting point: 97-100 ºC
Water Solubility: slightly soluble
InChI
InChI=1/C8H11ClN2O/c1-2-3-4-7-10-6(5-12)8(9)11-7/h5H,2-4H2,1H3,(H,10,11)
Smiles
c1(nc(C=O)c([nH]1)Cl)CCCC
Product Categories: INTERMEDIATESOF;Aldehydes;Imidazoles & Benzimidazoles;(intermediate of losartan);Heterocyclic Compounds;Hypertension;Heterocycles;Imidazoles & Benzimidazoles
Uses
2-Butyl-4-chloro-5-formylimidazole (CAS NO.83857-96-9) can be used as the intermediates of antihypertensive losartan .
Safety Profile
Hazard Codes: 
Xi
N
Risk Statements: 43-51/53
R43: May cause sensitization by skin contact
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements: 24-37-61
S24: Avoid contact with skin
S37: Wear suitable gloves
S61: Avoid release to the environment. Refer to special instructions / safety data sheets
RIDADR: UN 3077 9/PG 3
WGK Germany: 2
Hazard Note: Irritant
HazardClass: IRRITANT
Specification
2-Butyl-4-chloro-5-formylimidazole (CAS NO.83857-96-9) is also called as 2-Butyl-5-chloroimidazole-4-carboxaldehyde ; 2-Butyl-4-chloro-imidazole-5-carbaldehyde ; 2-Butyl-5-chloro-1h-imidazole-4-carboxaldehyde ; 2-Butyl-4-chloro-1h-imidazole-5-carbaldehyde ; 2-Butyl-4-chloro-1h-imidazole-5-carboxaldehyde ; 2-Butyl-4-chloro-5-formylimidazole . 2-Butyl-4-chloro-5-formylimidazole (CAS NO.83857-96-9) is hygroscopic, it should be stored in dry and ventilated warehouse, and shall not be stored with poison.
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