Imidazo[1,2-a]pyridine-6-carbohydrazide

Base Information

• Chemical Name: Imidazo[1,2-a]pyridine-6-carbohydrazide
• CAS No.: 886361-97-3
• Molecular Formula: C8H8N4O
• Molecular Weight: 176.178
• Hs Code.: 2933599590
• DSSTox Substance ID: DTXSID20585925
• Wikidata: Q82477946
• Mol file: 886361-97-3.mol

Synonyms:Imidazo[1,2-a]pyridine-6-carbohydrazide;886361-97-3;Imidazo[1,2-a]pyridine-6-carboxylic acid hydrazide;SCHEMBL3492329;DTXSID20585925;ZMQNWDRVASCREF-UHFFFAOYSA-N;MFCD07021499;AKOS005071090;SB86436;7X-0868;J-521501

Chemical Property of Imidazo[1,2-a]pyridine-6-carbohydrazide

Chemical Property:

• Melting Point: 219-221°
• PSA: 72.42000
• LogP: 1.02900
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.06981089
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

99%, ^*data from raw suppliers

1-Benzyl-5-bromo-2-oxo-1,2-dihydro-3-pyridinecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC=CN2C=C1C(=O)NN

Technology Process of Imidazo[1,2-a]pyridine-6-carbohydrazide

There total 1 articles about Imidazo[1,2-a]pyridine-6-carbohydrazide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

methyl 6-imidazo<1,2-a>pyridinecarboxylate (136117-69-6) → imidazo[1,2-a]pyridine-6-carbohydrazide (886361-97-3)

Guidance literature:

With hydrazine hydrate; Reflux;

DOI:10.1016/j.bmc.2009.01.019

Reference yield: 91.0%

2-hydroxy-4,6-dimethoxybenzaldehyde (708-76-9) + imidazo[1,2-a]pyridine-6-carbohydrazide (886361-97-3) → [1-(2-hydroxy-4,6-dimethoxy-phenyl)-methylidene]-imidazo[1,2-a]pyridine-6-carboxylic acid hydrazide (1311269-89-2)

Guidance literature:

imidazo[1,2-a]pyridine-6-carbohydrazide; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

2-hydroxy-4,6-dimethoxybenzaldehyde; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

Reference yield: 71.0%

4-(bromomethyl)-1-methoxy-2-(trifluoromethyl)benzene (261951-89-7) + carbon disulfide (75-15-0,12122-00-8) + imidazo[1,2-a]pyridine-6-carbohydrazide (886361-97-3) → 6-(5-{[4-methoxy-3-(trifluoromethyl)benzyl]sulfanyl}-1,3,4-oxadiazol-2-yl)imidazo[1,2-a]pyridine (1005199-97-2)

Guidance literature:

carbon disulfide; imidazo[1,2-a]pyridine-6-carbohydrazide; With triethylamine; In ethanol; Reflux;

4-(bromomethyl)-1-methoxy-2-(trifluoromethyl)benzene; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmc.2009.01.019

upstream raw materials:

methyl 6-imidazo<1,2-a>pyridinecarboxylate

Downstream raw materials:

6-(5-{[4-methoxy-3-(trifluoromethyl)benzyl]sulfanyl}-1,3,4-oxadiazol-2-yl)imidazo[1,2-a]pyridine

[1-(2-hydroxy-4,6-dimethoxy-phenyl)-methylidene]-imidazo[1,2-a]pyridine-6-carboxylic acid hydrazide

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