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CAS No.: | 274-76-0 |
---|---|
Name: | Imidazo[1,2-a]pyridine |
Article Data: | 48 |
Molecular Structure: | |
Formula: | C7H6N2 |
Molecular Weight: | 118.138 |
Synonyms: | 1,3a-Diazaindene;1-Azaindolizine;Pyridino[1',2':1,2]glyoxaline;Pyrimidazole; |
Density: | 1.142 g/cm3 |
Boiling Point: | 103oC (1 mmHg) |
Flash Point: | 113oC |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 26-37/39 |
PSA: | 17.30000 |
LogP: | 1.33430 |
Conditions | Yield |
---|---|
at 70℃; | 100% |
With sodium hydrogencarbonate In ethanol for 2h; Heating; | 90% |
In water; butan-1-ol at 130℃; for 12h; | 90% |
Conditions | Yield |
---|---|
With C46H48N6O5Pd; potassium acetate In N,N-dimethyl acetamide at 160℃; for 24h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; palladium diacetate; triphenylphosphine In tetrahydrofuran at 25℃; for 2h; Inert atmosphere; | 83% |
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With sodium hydroxide In methanol for 2h; Heating; | 72% |
Conditions | Yield |
---|---|
Stage #1: Bromoacetaldehyde diethyl acetal With hydrogenchloride In ethanol for 1.5h; Reflux; Stage #2: 2-aminopyridine With sodium hydrogencarbonate at 20℃; for 2h; pH=Ca. 7; | 62.2% |
Stage #1: Bromoacetaldehyde diethyl acetal With hydrogenchloride In water at 80℃; for 0.5h; Stage #2: 2-aminopyridine With sodium hydrogencarbonate In water at 20℃; for 2h; pH=7; | 55.9% |
With sodium carbonate In 1,4-dioxane; water for 22h; Cyclization; Tschitschibabin reaction; Heating; | 19% |
3,5-dibromoimidazo<1,2-a>pyridine
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 12h; Heating; | 34% |
With hydrazine hydrate In ethanol for 12h; Product distribution; Heating; various solvents and reaction conditions; |
5-bromo-3-nitroimidazo<1,2-a>pyridine
imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 0.5h; Heating; | 20% |
With hydrazine hydrate In ethanol for 0.5h; Product distribution; Heating; various solvents and reaction conditions; |
5-chloro-2-pyridylamine
3-chloro-2-hydroxy-naphthalene-1,4-dione
A
imidazo[1,2-a]pyridine
B
2-chloro-6,11-dihydro-6,11-dioxo-naphtho-[2',3':4,5]imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
With sodium bicarbonate; sodium chloride In 1,2-dimethoxyethane; dichloromethane; water | A n/a B 4% |
2,3-Dichloro-1,4-naphthoquinone
2-Amino-4-chloropyridine
A
imidazo[1,2-a]pyridine
B
10-chloro-5,6-dihydro-5,6-dioxonaphtho-[1',2':4,5]imidazo[1,2-a]pyridine
Conditions | Yield |
---|---|
In methanol; glycerol | A n/a B 2% |
Conditions | Yield |
---|---|
In water | A n/a B 2% |
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The Imidazo[1,2-a]pyridine is an organic compound with the formula C7H6N2. The IUPAC name of this chemical is imidazo[1,2-a]pyridine. With the CAS registry number 274-76-0, it is also named as H-imidazo[1,2-a]pyridine. The product's categories are C7 and C8; Heterocyclic Building Blocks; Pyridines. Besides, it should be stored in a cool, dry place.
Physical properties about Imidazo[1,2-a]pyridine are: (1)ACD/LogP: 1.49; (2)ACD/LogD (pH 5.5): 0.193; (3)ACD/LogD (pH 7.4): 1.391; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 6.366; (6)ACD/KOC (pH 5.5): 7.795; (7)ACD/KOC (pH 7.4): 122.883; (8)#H bond acceptors: 2 ; (9)Polar Surface Area: 17.3 Å2; (10)Index of Refraction: 1.628; (11)Molar Refractivity: 36.713 cm3; (12)Molar Volume: 103.418 cm3; (13)Polarizability: 14.554×10-24cm3; (14)Surface Tension: 45.705 dyne/cm; (15)Density: 1.142 g/cm3.
Preparation: this chemical can be prepared by pyridin-2-ylamine and chloroacetaldehyde. This reaction will need reagent sodium bicarbonate and solvent H2O. The reaction time is 72 hours at ambient temperature.
Uses of Imidazo[1,2-a]pyridine: it can be used to produce 2,2,2-trichloro-1-imidazo[1,2-a]pyridin-3-yl-ethanol at ambient temperature. It will need solvent benzene. The yield is about 83%.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: c1ccn2ccnc2c1
(2)InChI: InChI=1/C7H6N2/c1-2-5-9-6-4-8-7(9)3-1/h1-6H
(3)InChIKey: UTCSSFWDNNEEBH-UHFFFAOYAA
(4)Std. InChI: InChI=1S/C7H6N2/c1-2-5-9-6-4-8-7(9)3-1/h1-6H
(5)Std. InChIKey: UTCSSFWDNNEEBH-UHFFFAOYSA-N