593-56-6 Usage
Methoxyamine hydrochloride
Methoxyamine hydrochloride (also known as O-methylhydroxylamine hydrochloride; Methoxyamine; Methoxyamine hydrochloride (OMHA), is an important medicine, pesticide intermediates. Its major applications are as follows:
it can be used for color photography and film printing.
it is used as a reducing agent in organic synthesis industry for preparation of oximes.
the field of medicine: it can be used for the synthesis of second-generation cephalosporins antibiotics cefuroxime (ester), neopropene, norethindine and hydroxyurea.
the field of pesticides: the synthesis of new efficient, low-toxicity bactericidal metominostrobin.
It is mainly produced by sodium nitrite method in our country.
The similar compound of methoxyamine hydrochloride, the ethoxylamine hydrochloride is mainly used for the production of herbicides, oxycarbazone, diltiazem and other herbicides.
Application
Used as a methoxyamine reagent, also used in the production of the side chain of Cefuroxime and other new drugs
Used for pesticide synthesis.
Use for pharmaceuticals production
Used for the preparation of O-methyloxime together with aldehydes or ketones.
Chemical Properties
White to very faintly yellow crystalline powder
Uses
Different sources of media describe the Uses of 593-56-6 differently. You can refer to the following data:
1. antineoplastic, hydroxymethyltransferase inhibitor
2. Methoxylamine is a methoxime derivative used as internal standard for Prostaglandin assays by gas chromatography-mass spectrometry
3. Methoxylamine hydrochloride is used as a reagent in the preparation of O-methyl oximes from aldehydes. It is orally bioavailable small molecule inhibitor with potential adjuvant activity. It is also used as internal standard for prostaglandin assays by gas chromatography-mass spectrometry.
General Description
Off-white crystals.
Air & Water Reactions
Water soluble.
Reactivity Profile
In aqueous solution, Methoxyammonium chloride behaves as an acid. Materials in this group are generally soluble in water. The resulting solutions contain moderate concentrations of hydrogen ions and have pH's of less than 7.0. They react as acids to neutralize bases. These neutralizations generate heat, but less or far less than is generated by neutralization of inorganic acids, inorganic oxoacids, and carboxylic acid. They usually do not react as either oxidizing agents or reducing agents but such behavior is not impossible. Many of these compounds catalyze organic reactions.
Fire Hazard
Flash point data for Methoxyammonium chloride are not available. Methoxyammonium chloride is probably combustible.
Purification Methods
Crystallise the hydrochloride from absolute EtOH or EtOH by addition of diethyl ether. [Kovach et al. J Am Chem Soc 107 7360 1985, Beilstein 1 IV 1252.]
Check Digit Verification of cas no
The CAS Registry Mumber 593-56-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 3 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 593-56:
(5*5)+(4*9)+(3*3)+(2*5)+(1*6)=86
86 % 10 = 6
So 593-56-6 is a valid CAS Registry Number.
InChI:InChI=1/CH5NO.ClH/c1-3-2;/h2H2,1H3;1H
593-56-6Relevant articles and documents
Vinylogous Aza-Michael Addition of Urea Derivatives with p-Quinone Methides Followed by Oxidative Dearomative Cyclization: Approach to Spiroimidazolidinone Derivatives
Kaur, Navpreet,Singh, Priyanka,Banerjee, Prabal
supporting information, p. 2813 - 2824 (2021/04/21)
Herein, we report an efficient protocol for the synthesis of spiro-imidazolidinone-cyclohexadienones from p-quinone methides (p-QMs) and dialkyloxy ureas under mild conditions. The strategy follows a two-step process involving an initial vinylogous conjugate addition of urea derivatives to p-QMs, followed by oxidative dearomative cyclization of open-chain product to the projected spiro-imidazolidinones. This protocol exhibits good functional group tolerance and provides a straightforward method to access spiro-imidazolidinone-cyclohexadienones. In follow-up chemistry, we have shown the debenzylation of spiroimidazolidinones to give N-hydroxycyclic ureas. (Figure presented.).
Preparation method of methoxyamine hydrochloride
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Paragraph 0022; 0030; 0038, (2021/09/21)
The invention relates to the field of chemical industry, and provides a preparation method of methoxyamine hydrochloride, which comprises the steps of etherification reaction, rectification separation, hydrolysis reaction, crystallization drying and the like. According to the method, firstly, acetoxime, methane chloride and caustic soda flakes are subjected to an etherification reaction under the action of a catalyst to generate acetoxime methyl ether, then the acetoxime methyl ether is subjected to a hydrolysis reaction under the condition of diluted hydrochloric acid to generate the product methoxyamine hydrochloride, the reaction raw materials are cheap and easy to obtain, the reaction conditions are mild, operation is easy, synthesis is easy, the by-product acetone can be recycled, so that the cost and the energy consumption can be reduced; the etherification reaction is carried out under the action of the immobilized solid base catalyst, compared with the prior art, the yield of the reaction is high, the material utilization rate is large, and the preparation method of the methoxyamine hydrochloride has an industrial prospect.
Palladium-catalyzed regio- And stereoselective access to allyl ureas/carbamates: Facile synthesis of imidazolidinones and oxazepinones
Banerjee, Prabal,Saha, Debarshi,Taily, Irshad Maajid
supporting information, p. 6564 - 6570 (2020/11/10)
Typically, transition metal catalysis enforces the stereodefined outcome of a reaction. Here we disclose the palladium-catalyzed regio- and stereoselective access to allylic ureas/carbamates and their further exploitation to diverse cyclic structures under operationally simple reaction conditions. This protocol features palladium-catalyzed decarboxylative amidation of highly modular VECs with good to excellent yield, minimal waste production, wide substrate scope, and low catalyst loading. In follow-up chemistry, we demonstrated the debenzylation of vinylic imidazolidinones to N-hydroxycyclic ureas and regioselective derivatization towards the facile synthesis of halohydrins and oxiranes under mild reaction conditions in good to excellent yields. This journal is