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Home > Encyclopedia > 7-CHLOROIMIDAZO[1,2-A]PYRIDINE

7-CHLOROIMIDAZO[1,2-A]PYRIDINE

7-CHLOROIMIDAZO[1,2-A]PYRIDINE structure

7-CHLOROIMIDAZO[1,2-A]PYRIDINE 

structure
  • CAS No:

    4532-25-6

  • Formula:

    C7H5ClN2

  • Chemical Name:

    7-CHLOROIMIDAZO[1,2-A]PYRIDINE

  • Synonyms:

    7-Chloroimidazo[1,2-a]pyr...;7-Chloroimdazo[1,2-A]pyridine;7-Chloroimidazo[1,2-a]pyridine;IMidazo[1,2-a]pyridine,7-chloro-;7-CHLOROIMIDAZO[1,2-A]PYRIDINE98%

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

7-CHLOROIMIDAZO[1,2-A]PYRIDINE Basic Attributes

152.581

152.014130

DTXSID50599277

2933990090

Characteristics

17.3

2.4

1.4±0.1 g/cm3

49-51ºC

1.653

Safety Information

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

7-CHLOROIMIDAZO[1,2-A]PYRIDINE Use and Manufacturing

Synthesis of 7-Chloroimidazo[1 , 2-a]pyridine (compound 65-3)[0000229] To a suspension of compound 65-2 (HC1) in ethanol (15 mL) was added sodium bicarbonate powder (3.3g, 38.4 mmol, 4 equiv) and a 50percent solution of chloroacetaldehyde in water (2.26 g, 14.4 mmol, 1.5 equiv) . The reaction was heated at reflux for 4 hours and stirred at room temperature for 16 hours. The reaction was concentrated under reduced pressure and the residue was dissolved in water (10 mL) and ethyl acetate (10 mL) . The layers were separated and the aqueous phase was extracted with ethyl acetate (2 x 5 mL) . The organic layers were combined, dried over sodium sulfate, filtered and concentrated to give compound 65-3 as a dark yellow oil (980 mg, 89percent yield)(2a) General procedure: 2-aminopyridine (15 g, 0.159 M) was dissolved in 1-butanol (64 mL) in a 250 mL round bottom flask affixed with a magnetic stir bar. 2-chloroacetaldehyde 50percent solution in water (24.3 mL, 0.191 M) was added hitherto and the reaction was heated to 130 °C for 12 h.The reaction solvent was condensed in vacuo and the crude product was adsorbed onto silica. The product was purified via flash chromatography utilizing a DCM/MeOH gradient and isolated as a light, yellow oil (17 g, 90percent).

Computed Properties

Molecular Weight:152.58
XLogP3:2.4
Hydrogen Bond Acceptor Count:1
Exact Mass:152.0141259
Monoisotopic Mass:152.0141259
Topological Polar Surface Area:17.3
Heavy Atom Count:10
Complexity:129
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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