1H-imidazole-1-carboxaldehyde

Base Information

• Chemical Name: 1H-imidazole-1-carboxaldehyde
• CAS No.: 3197-61-3
• Molecular Formula: C4H4 N2 O
• Molecular Weight: 96.0886
• Hs Code.: 2933290090
• DSSTox Substance ID: DTXSID70454511
• Nikkaji Number: J1.510.379E
• Wikidata: Q72482283
• Mol file: 3197-61-3.mol

Synonyms:1H-imidazole-1-carboxaldehyde;3197-61-3;Imidazole-1-carbaldehyde;1H-imidazole-1-carbaldehyde;1-H-Imidazole-1-carboxaldehyde;1-formylimidazole;1-formyl-imidazole;N-FORMYLIMIDAZOLE;1-imidazolecarboxaldehyde;DTXSID70454511;XBECWGJPSXHFCS-UHFFFAOYSA-N;AKOS006328950;FT-0691077;A821083

Chemical Property of 1H-imidazole-1-carboxaldehyde

Chemical Property:

• Appearance/Colour: light yellow or colorless transparent liquid
• Vapor Pressure: 0.05mmHg at 25°C
• Melting Point: 53-55 °C
• Refractive Index: 1.565
• Boiling Point: 235.29°C at 760 mmHg
• PKA: 3.98±0.10(Predicted)
• Flash Point: 96.1°C
• PSA: 34.89000
• Density: 1.191g/cm³
• LogP: 0.52350
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 96.032362755
• Heavy Atom Count: 7
• Complexity: 74.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

1H-Imidazole-1-carbaldehyde 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C=N1)C=O

Technology Process of 1H-imidazole-1-carboxaldehyde

There total 9 articles about 1H-imidazole-1-carboxaldehyde 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: 96.0%

1H-imidazole (288-32-4) + formic acid (64-18-6) → N-formylimidazole (3197-61-3)

Guidance literature:

With sulfated polyborate; In neat (no solvent); at 70 ℃; for 0.25h;

DOI:10.1007/s13738-017-1186-x

Reference yield: 86.0%

1H-imidazole (288-32-4) + carbon dioxide (124-38-9,18923-20-1) → N-formylimidazole (3197-61-3)

Guidance literature:

With dimethylamine borane; In N,N-dimethyl-formamide; at 60 ℃; for 12h; under 7500.75 Torr; Autoclave;

DOI:10.1016/j.ica.2019.119274

Reference yield: 65.7%

→ 1H-2-(4-Formylamino-1-methylpyrrol-2-yl)benzimidazole-5-(N-butyl)carboxamid + N-formylimidazole (3197-61-3)

Guidance literature:

upstream raw materials:

formic acid

1,1'-carbonyldiimidazole

1,1'-oxalyldiimidazole

1H-imidazole

Downstream raw materials:

2,4-Bis(dimethylamino)-6-formylamino-1,3,5-triazine

furan-2-ylmethyl formate

formic acid phenethyl ester

2,6-dimethylformanilide

Refernces

• 1、 Prishchenko,Alekseev,Livantsov,Novikova,Livantsova,Terenin,Petrosyan. "Addition of tris(trimethylsilyl)phosphite to N-formyl derivatives of five-membered nitrogen heterocycles". . p. 2558 - 2561. Retrieved 2016.
• 2、 -. "Preparation method of iguratimod intermediate". Paragraph 0011; 0019-0023; 0025. . Retrieved 2021/01/24.
• 3、 Leong, Bi-Xiang,Teo, Yeow-Chuan,Condamines, Cloe,Yang, Ming-Chung,Su, Ming-Der,So, Cheuk-Wai. "A NHC-silyliumylidene cation for catalytic N?formylation of amines using carbon dioxide". . p. 14824 - 14833. Retrieved 2020/12/21.