N-Methylaminocyclopropane-1-carboxylic acid hydrochloride
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N-Methylaminocyclopropane-1-carboxylic acid hydrochloride

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Category
Cyclic Amino Acids
Catalog number
BAT-001497
CAS number
99324-91-1
Molecular Formula
C5H10NO2Cl
Molecular Weight
151.82
IUPAC Name
1-(methylamino)cyclopropane-1-carboxylic acid;hydrochloride
Synonyms
N-Methyl-Acpc-OH HCl
Appearance
White to off-white powder
Purity
≥ 98%
Storage
Store at 2-8 °C
InChI
InChI=1S/C5H9NO2.ClH/c1-6-5(2-3-5)4(7)8;/h6H,2-3H2,1H3,(H,7,8);1H
InChI Key
CSIDVZTWFMHNBA-UHFFFAOYSA-N
Canonical SMILES
CNC1(CC1)C(=O)O.Cl
1. Developing chlorine-based antiseptic by electrolysis
Khaldoon A Mourad, Sture Hobro Sci Total Environ. 2020 Mar 20;709:136108. doi: 10.1016/j.scitotenv.2019.136108. Epub 2019 Dec 16.
The use of Alcohol-based antiseptics is efficient and approved, however it has some limitations. This paper examined the possibility of using hypochlorite water as a chlorine-based antiseptic for handwashing in public buildings and healthcare facilities. The electrolysis method was used, which produces Hypochlorous acid (HOCl) from mixing drinking water with small amounts of sodium hydroxide. Hypochlorous acid is usually produced by blood cells to surround pathogens when the skin is cut and exposed to pathogens. The methods used were based on hydrolysing drinking water at a different salt concentration (from 0 up to saline water 0.9% NaCl) under the different power supply. The results showed that 0.005-0.01% hydrochloride water can be a perfect antiseptic that can kill most bacteria and pathogenies within 12 s. In one prototype set up one litter of the prepared solution needed the only 2 g of NaCl, 12 V and 3 amps' power. However, the pH value should be maintained to be around 5-6. The results also showed that the most efficient way was to produce the solution on-site. However, if stored properly it can be used for 7-10 days after production.
2. An Unexpected Reaction of Isodehydracetic Acid with Amines in the Presence of 1-Ethyl-3-(3-dimethylaminopropyl) Carbodiimide Hydrochloride Yields a New Type of β-Enaminones
Delong Wang, Hui Shi Molecules. 2020 May 2;25(9):2131. doi: 10.3390/molecules25092131.
The reaction of isodehydracetic acid with amines was serendipitously found to afford β-enaminones in the presence of the coupling agent 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (EDC). Under the optimal reaction condition, 23 examples of α-aminomethylene glutaconic anhydride were obtained at approximately 30-80% yields. This is a concise, operationally simple method to expediently synthesize a new type of β-enaminone-containing compound.
3. Imidazole Hydrochloride Promoted Synthesis of Nitriles from Aldehydes
Yin Wang, Xuetong Wang, Yanwu Li, Xiuyu Zhang, Lingli Li, Tingshu He, Jianyong Yuan, Suqin Shang Curr Org Synth. 2022;19(8):923-929. doi: 10.2174/1570179419666220509143654.
Background and objective: As a key pharmacophore, the cyano group widely exists in a variety of biologically active compounds. Besides, nitriles are also valuable intermediates for many common functional groups. In this current work, a new synthesis strategy was developed to obtain nitriles from aldehydes. Methods: Using commercially available aldehydes as raw materials, and hydroxylamine and hydrochloride as nitrogen sources, the corresponding nitrile compounds were successfully synthesized by the one-pot method through the promotion of imidazole hydrochloride. And it was characterized by 1H NMR, 13C NMR, and mass spectrometry. Results: Various reaction conditions were applied in order to find an optimum and convenient procedure for the formation of nitriles. The highest yields (95%) were achieved using sulfolane as a solvent, and imidazole hydrochloride as a promoter. Conclusion: In conclusion, we developed a new synthetic method for nitrile compounds from aldehydes. Twenty seven examples of functionalized nitrile compounds have been synthesized in good to excellent yields. This methodology features that an environmentally benign imidazole hydrochloride replaces transition metal catalysts and oxidants required in conventional strategies to convert aldehydes into nitriles with good functional group tolerability. Further exploration of imidazole hydrochloride is ongoing in our laboratory.
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