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274-76-0

Basic Information
CAS No.: 274-76-0
Name: Imidazo[1,2-a]pyridine
Article Data: 48
Molecular Structure:
Molecular Structure of 274-76-0 (Imidazo[1,2-a]pyridine)
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: IrritantXi
Risk Codes: 36/37/38
Safety: 26-37/39
PSA: 17.30000
LogP: 1.33430
Synthetic route
504-29-0

2-aminopyridine

107-20-0

2-chloroethanal

274-76-0

imidazo[1,2-a]pyridine

Conditions
ConditionsYield
at 70℃;100%
With sodium hydrogencarbonate In ethanol for 2h; Heating;90%
In water; butan-1-ol at 130℃; for 12h;90%
6200-60-8

imidazo[1,2-a]pyridine-3-carboxylic acid

274-76-0

imidazo[1,2-a]pyridine

Conditions
ConditionsYield
With C46H48N6O5Pd; potassium acetate In N,N-dimethyl acetamide at 160℃; for 24h; Inert atmosphere;99%
4926-47-0

3-bromoimidazo[1,2-a]pyridine

274-76-0

imidazo[1,2-a]pyridine

Conditions
ConditionsYield
With sodium tetrahydroborate; N,N,N,N,-tetramethylethylenediamine; palladium diacetate; triphenylphosphine In tetrahydrofuran at 25℃; for 2h; Inert atmosphere;83%

7,7-(3-Oxa-1,5-pentanediyl)-7,8-dihydroimidazo<1,2-a>pyrazinium perchlorate

274-76-0

imidazo[1,2-a]pyridine

Conditions
ConditionsYield
With sodium hydroxide In methanol for 2h; Heating;72%
504-29-0

2-aminopyridine

2032-35-1

Bromoacetaldehyde diethyl acetal

274-76-0

imidazo[1,2-a]pyridine

Conditions
ConditionsYield
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%
69214-12-6

3,5-dibromoimidazo<1,2-a>pyridine

274-76-0

imidazo[1,2-a]pyridine

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 12h; Heating;34%
With hydrazine hydrate In ethanol for 12h; Product distribution; Heating; various solvents and reaction conditions;
111753-05-0

5-bromo-3-nitroimidazo<1,2-a>pyridine

274-76-0

imidazo[1,2-a]pyridine

Conditions
ConditionsYield
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;
1072-98-6

5-chloro-2-pyridylamine

1526-73-4

3-chloro-2-hydroxy-naphthalene-1,4-dione

A

274-76-0

imidazo[1,2-a]pyridine

B

192654-05-0

2-chloro-6,11-dihydro-6,11-dioxo-naphtho-[2',3':4,5]imidazo[1,2-a]pyridine

Conditions
ConditionsYield
With sodium bicarbonate; sodium chloride In 1,2-dimethoxyethane; dichloromethane; waterA n/a
B 4%
117-80-6

2,3-Dichloro-1,4-naphthoquinone

19798-80-2

2-Amino-4-chloropyridine

A

274-76-0

imidazo[1,2-a]pyridine

B

192654-11-8

10-chloro-5,6-dihydro-5,6-dioxonaphtho-[1',2':4,5]imidazo[1,2-a]pyridine

Conditions
ConditionsYield
In methanol; glycerolA n/a
B 2%
1,2-dihydro-1,2-dioxo-4-sulfonate of potassium naphthalene

1,2-dihydro-1,2-dioxo-4-sulfonate of potassium naphthalene

21717-96-4

2-amino-5-fluoropyridine

A

274-76-0

imidazo[1,2-a]pyridine

B

5,6-Dihydro-5,6-dioxo-5-fluoro-naphtho[1',2':4,5]imidazo[1,2-a] pyridine

5,6-Dihydro-5,6-dioxo-5-fluoro-naphtho[1',2':4,5]imidazo[1,2-a] pyridine

Conditions
ConditionsYield
In waterA n/a
B 2%
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    Imidazo[1,2-a]pyridine Imidazo[1,2-a]pyridine CAS No.: 274-76-0 Synonyms: imidazo[1,2-a]-pyridine; 1H-imidazo[1,2-a]pyridine; Formula: C7H6N2 Exact Mass: 118.05300 Molecular Weight: 118.13600 PSA: 17.30000 LogP: 1.33430 Properties D

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Specification

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