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83857-96-9

Basic Information
CAS No.: 83857-96-9
Name: 2-Butyl-4-chloro-5-formylimidazole
Article Data: 36
Molecular Structure:
Molecular Structure of 83857-96-9 (2-Butyl-4-chloro-5-formylimidazole)
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: IrritantXi, DangerousN
Risk Codes: 43-51/53
Safety: 24-37-61
Transport Information: UN 3077 9/PG 3
PSA: 45.75000
LogP: 2.21820
Synthetic route
(NH4)2 Ce(NO3)6

(NH4)2 Ce(NO3)6

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
ConditionsYield
With potassium hydroxide In water; acetic acid92%
In water; acetic acid

(1-iminopentyl)glycine tert-butyl ester

68-12-2, 33513-42-7

N,N-dimethyl-formamide

83857-96-9

2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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 dichloromethane12.81 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
ConditionsYield
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

B

(E)-2-(but-1-en-1-yl)-5-chloroimidazole-4-carbaldehyde

C

5-chloro-2-(2-chlorobutyl)imidazole-4-carbaldehyde

Conditions
ConditionsYield
With trichlorophosphate In toluene at 100℃; for 2h; Dehydrogenation; Vilsmeier formylation; chlorination;A 55%
B n/a
C n/a

[2-Butyl-5-chloro-imidazol-(4Z)-ylidenemethyl]-dimethyl-amine

83857-96-9

2-n-butyl-4-chloro-1H-imidazol-5-carboxaldehyde

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With trichlorophosphate In chlorobenzene at 100℃; for 4h; Formylation; Vilsmeier reaction;
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  • CAS NO.:83857-96-9

  • Casno:

    83857-96-9

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    Product name: 2-Butyl-5-Chloro-1H-Imidazole-4-Carboxaldehyde CAS No.: 83857-96-9 Molecule Formula:C8H11ClN2O Molecule Weight:186.64 Purity: 99.0% Package: 25kg/drum Description:White crystalline powder Manufacture Standards:Enterprise

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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: IrritantXiDangerousN
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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