1H-Imidazole-4-carbonitrile
- Product Name
- 1H-Imidazole-4-carbonitrile
- CAS No.
- 57090-88-7
- Chemical Name
- 1H-Imidazole-4-carbonitrile
- Synonyms
- 1H-Imidazole-5-carbonitrile;4-Imidazolecarbonitrile;4-Cyano-1H-imidazole;1H-Imidazol-5-carbonitrile;lH-IMidazole-4-carbonitrile;1H-IMIDAZOLE-4-CARBONITRILE
- CBNumber
- CB6779887
- Molecular Formula
- C4H3N3
- Formula Weight
- 93.09
- MOL File
- 57090-88-7.mol
1H-Imidazole-4-carbonitrile Property
- Melting point:
- 143.5-144.5 °C
- Boiling point:
- 388.1±15.0 °C(Predicted)
- Density
- 1.28±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- form
- solid
- pka
- 9.17±0.10(Predicted)
- color
- Off-white to light yellow
- InChI
- InChI=1S/C4H3N3/c5-1-4-2-6-3-7-4/h2-3H,(H,6,7)
- InChIKey
- NWVGXXPWOYZODV-UHFFFAOYSA-N
- SMILES
- C1NC(C#N)=CN=1
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 412379
- Product name
- 1H-Imidazole-4-carbonitrile
- Packaging
- 100mg
- Price
- $305
- Updated
- 2021/12/16
- Product number
- I350233
- Product name
- 1H-Imidazole-4-carbonitrile
- Packaging
- 1g
- Price
- $75
- Updated
- 2021/12/16
- Product number
- 057553
- Product name
- 1H-Imidazole-4-carbonitrile
- Purity
- 95%
- Packaging
- 1g
- Price
- $48
- Updated
- 2021/12/16
- Product number
- A918
- Product name
- 1H-Imidazole-4-carbonitrile
- Packaging
- 1g
- Price
- $66
- Updated
- 2021/12/16
- Product number
- 3H37-1-4E
- Product name
- 1H-Imidazole-4-carbonitrile
- Packaging
- 1g
- Price
- $136
- Updated
- 2021/12/16
1H-Imidazole-4-carbonitrile Chemical Properties,Usage,Production
Uses
1H-Imidazole-4-carbonitrile acts as a reagent in the structure-based optimization of a potent class of arylamide FMS inhibitors.
Synthesis Reference(s)
The Journal of Organic Chemistry, 51, p. 3228, 1986 DOI: 10.1021/jo00366a037
Synthesis, p. 677, 2003
Synthesis
3034-50-2
57090-88-7
Example 72: General procedure for the synthesis of the potassium salt of 4-cyano-1-(2-trimethylsilyl-ethoxymethyl)-1H-imidazole-2-carboxylate a) Synthesis of 1H-imidazole-4-carbonitrile In a 22-L four-necked round-bottomed flask equipped with a mechanical stirrer, temperature probe, condenser, and charging funnel with nitrogen inlet, 1H-imidazole-4-carboxaldehyde (Aldrich, 1.10 kg, 11.5 mol) and pyridine (3.0 L, 3.0 mol) were added. The reaction flask was cooled to 8°C using an ice bath and hydroxylamine hydrochloride (871 g, 12.5 mol) was added slowly in batches, keeping the internal temperature below 30°C. The reaction mixture was cooled to ambient temperature and stirred at that temperature for 2 hours. Subsequently, the resulting thick yellow solution was heated to 80°C with a heating jacket and acetic anhydride (2.04 L, 21.6 mol) was added dropwise over a period of 200 min, keeping the temperature below 110°C during the dropwise addition. The reaction mixture was heated at 100 °C for 30 min and then cooled to ambient temperature and further cooled in an ice bath. The pH was adjusted to 8.0 (monitored using a pH meter) by adding 25 wt% NaOH solution (5.5 L) while maintaining the internal temperature below 30°C. The reaction mixture was transferred to a 22-L split funnel and extracted with ethyl acetate (6.0 L). The combined organic layers were washed with brine (2 x 4.0 L), dried over MgSO4, filtered, and concentrated to dryness under reduced pressure at 35 °C to give the crude product as a yellow semi-solid. The semi-solid was suspended in toluene (3.0 L), stirred for 1 h and filtered to give a light yellow solid. The solid was again suspended in toluene (3.0 L), stirred for 1 hour and filtered. The resulting slurry was filtered and the cake was washed with toluene (2 x 500 mL) to give the title compound as a light yellow solid (870 g, 82% yield).1H and 13C NMR spectra were consistent with the target structure.
References
[1] Patent: WO2006/47504, 2006, A1. Location in patent: Page/Page column 146-147
[2] Patent: US2006/281788, 2006, A1. Location in patent: Page/Page column 88-89
[3] Patent: US2008/51402, 2008, A1. Location in patent: Page/Page column 74-75
[4] Patent: WO2007/48088, 2007, A2. Location in patent: Page/Page column 146-147
[5] Synthesis, 2008, # 21, p. 3377 - 3379
1H-Imidazole-4-carbonitrile Preparation Products And Raw materials
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View Lastest Price from 1H-Imidazole-4-carbonitrile manufacturers
- Product
- 1H-Imidazole-4-carbonitrile 57090-88-7
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-10-08
- Product
- 1H-Imidazole-4-carbonitrile 57090-88-7
- Price
- US $200.00-1.00/KG
- Min. Order
- 1KG
- Purity
- 99%, 99.5% Sublimated
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2023-12-30
- Product
- 1H-Imidazole-4-carbonitrile 57090-88-7
- Price
- US $1.00/ASSAYS
- Min. Order
- 1ASSAYS
- Purity
- 85.0-99.8%
- Supply Ability
- 20tons
- Release date
- 2020-01-08