2-Butyl-4-chloro-5-formylimidazole
Synonym(s):2-Butyl-4-chloro-5-formylimidazole
- CAS NO.:83857-96-9
- Empirical Formula: C8H11ClN2O
- Molecular Weight: 186.64
- MDL number: MFCD01934396
- EINECS: 410-260-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-08-13 12:20:35
What is 2-Butyl-4-chloro-5-formylimidazole?
Description
2-Butyl-4-chloro-5-formylimidazole is an API intermediate used as an intermediate for the anti-hypertensive drug Chlosartan. It can be used in the chemical manufacture of many APIs and advanced intermediates. With the help of this chemical, a number of other chemicals can be manufactured that have further applications in industries such as Losartan manufacturing.
Chemical properties
2-Butyl-4-chloro-5-formylimidazole is Yellow Solid
The Uses of 2-Butyl-4-chloro-5-formylimidazole
2-Butyl-4-chloro-5-formylimidazole is used for preparation of N-(biphenylylmethyl)imidazoles as angiotensin II antagonists
The Uses of 2-Butyl-4-chloro-5-formylimidazole
2-Butyl-5-chloro-1H-imidazole-4-carboxaldehyde may be used in the preparation of the following symmetrical esters of dialkyl 4-(2-butyl-5-chloro-1H-imidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate:
- dimethyl 4-(2-butyl-5-chloro-1H-imidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
- diethyl 4-(2-butyl-5-chloro-1H-imidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
- diisopropyl 4-(2-butyl-5-chloro-1Himidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
- diisobutyl 4-(2-butyl-5-chloro-1H-imidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
- di-tert-butyl 4-(2-butyl-5-chloro-1Himidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
- bis(2-methoxyethyl) 4-(2-butyl-5-chloro-1Himidazol-4-yl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
What are the applications of Application
2-Butyl-4-chloro-1H-imidazole-5-carboxaldehyde (Losartan EP Impurity D) is used for preparation of N-(biphenylylmethyl)imidazoles as angiotensin II antagonists. Losartan USP Related Compound A.
Synthesis Reference(s)
The Journal of Organic Chemistry, 64, p. 8084, 1999 DOI: 10.1021/jo9824910
Synthesis
2-Butyl-4-chloro-5-formylimidazole was synthesised as follows: Performing condensation reaction of pentamidine hydrochloride with glyoxal and controlling the pH value of the system in the range of 6.0-7.5; after the reaction terminates, arousing dehydration reaction of the compound of formula III, thereby obtaining 2-butyl-1H-imidazole-5(4H)-ketone; and finally, reacting 2-butyl-1H-imidazole-5(4H)-ketone with N,N-dimethylformamide in the presence of phosphorus oxychloride, thereby obtaining 2-butyl-4-chloro-5-formylimidazole.
storage
2-Butyl-4-chloro-5-formylimidazole is soluble in DMF, DMSO, Ethanol and Methanol.
Properties of 2-Butyl-4-chloro-5-formylimidazole
Melting point: | 97-100 °C(lit.) |
Boiling point: | 384.1±22.0 °C(Predicted) |
Density | 1.240 |
vapor pressure | 0.001Pa at 25℃ |
storage temp. | Inert atmosphere,2-8°C |
solubility | slightly soluble |
form | neat |
pka | 8.87±0.10(Predicted) |
form | Powder to crystal |
color | Pale Yellow to Brown |
Water Solubility | slightly soluble |
CAS DataBase Reference | 83857-96-9(CAS DataBase Reference) |
EPA Substance Registry System | 2-Butyl-5-chloroimidazole-4-carbaldehyde (83857-96-9) |
Safety information for 2-Butyl-4-chloro-5-formylimidazole
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 Environment GHS09 |
GHS Hazard Statements |
H317:Sensitisation, Skin H411:Hazardous to the aquatic environment, long-term hazard |
Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P272:Contaminated work clothing should not be allowed out of the workplace. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of soap and water. P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention. |
Computed Descriptors for 2-Butyl-4-chloro-5-formylimidazole
InChIKey | JLVIHQCWASNXCK-UHFFFAOYSA-N |
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