24771-25-3

Usage

Uses

Used in Pharmaceutical Synthesis:
DIMETHYL CYANOCARBONIMIDATE is used as an intermediate in the synthesis of C988063, an impurity of Cimetidine (C441650). Cimetidine is a competitive histamine H2-receptor antagonist that inhibits gastric acid secretion and reduces pepsin output, making it useful in the treatment of conditions such as peptic ulcers and gastroesophageal reflux disease.
In the pharmaceutical industry, DIMETHYL CYANOCARBONIMIDATE plays a crucial role in the development of new drugs and the improvement of existing ones. Its reactivity and versatility make it a valuable compound for researchers and chemists working on drug synthesis and development.

InChI:InChI=1/C4H6N2O2/c1-7-4(8-2)6-3-5/h1-2H3

Upstream product

• 6263-27-0 Imidokohlensaeure-dimethylester 
• 420-04-2 CYANAMID 
• 1850-14-2 tetramethoxymethane 
• 67-56-1 methanol 
• 10191-60-3 dimethyl N-cyanodithioiminocarbonate 

Downstream Products

• 795310-08-6 2-methoxy-6-amino-5,8-diaza-7,9-dicarbapurine 
• 26364-65-8 2-cyanoimino-1,3-thiazolidine 
• 26364-65-8 2-(cyanoimino)-thiazolidine 
• 82020-90-4 2-amino-4-isopropyl-6-methoxy-s-triazine 
• 1668-54-8 4-methoxy-6-methyl-1,3,5-triazin-2-amine 
• 31857-31-5 N¹,N²-dimethylcyanoguanidine 
• 26364-65-8 2-(N-cyanoimino)thiazolidine 
• 146374-56-3 ethyl-(2-cyanoimino-5,6-dichloro-1,2,3,4-tetrahydroquinazolin-3-yl) acetate 

Relevant academic research and scientific papers

N-cyanogenetic imine a method for synthesis of diester carbonate

The invention discloses a synthesis method of N-cyanoimido bis carbonate. The method comprises the following steps: firstly, ensuring that carbon tetrachloride and alkali metal alcoholic compound are subjected to nucleophilic substitution, so as to produce dichloro dioxo alkyl methane, monochloro trioxide alkyl methane or tetroxide alkyl methane; secondly, preparation of N-cyanoimido bis carbonate crude products: ensuring that the dichloro dioxo alkyl methane is reacted with hydrogen cyanamide in alkaline condition, so as to produce N-cyanoimido bis carbonate and chloride, the monochloro trioxide alkyl methane is reacted with hydrogen cyanamide in alkaline condition, so as to produce N-cyanoimido bis carbonate and chloride, or the tetroxide alkyl methane is reacted with hydrogen cyanamide in alkaline condition, so as to produce N-cyanoimido bis carbonate; thirdly, refining of N-cyanoimido bis carbonate crude products. Compared with the existing production technology of N-cyanoimido bis carbonate, the method has the advantages that the adoption of highly toxic raw and supplemental materials, such as chlorine, cyanide and the like, is abandoned, and the method is simple to operate and environmentally friendly, and applicable to large-scale industrialized production.

O-ethyl-S-n-propyl-(3-ethyl-2-cyano-imine-1-imidazole) process for synthesis of phosphate esters

The invention relates to a synthetic process of O-ethyl-S-n-proply-(3-ethyl-2-cyano imine-1-imidazole) phosphate. The process comprises the following steps of: 1) synthesis of O-ethyl-S-n-proply-S-propyl phosphoryl chloride; 2) synthesis of 1-ethyl-2-(N-cyano imine) imidazole; and 3) synthesis of O-ethyl-S-n-proply-(3-ethyl-2-cyano imine-1-imidazole) phosphate. The process provided by the invention has the beneficial effects that the reaction step and time are shortened, the yield is improved from 50% to over 70%, and the total yield is improved; according to the process, potassium carbonate replaces flammable and combustible sodium hydride, so that the reaction condition is more mild and the production process is safer; based on dipropyl dithio and phosphorus trichloride as initial raw materials, S-n-proply phosphoryl dichloride is synthesized and reacted with ethanol to obtain O-ethyl-S-n-propyl-phosphoryl chloride; the line is short and the raw material is easy to get with less wastewater, and the method is suitable for industrialization.

FUNGICIDAL TRICYCLIC 1,2,4-TRIAZOLES

Disclosed are compounds of Formula 1, including all geometric and stereoisomers, N-oxides, and salts thereof, (I) wherein W is O, S(O)?n#191, NR5 or a direct bond; n is 0, 1 or 2; Q is O, S or NR6; G together with the two carbon atoms to which it is attached forms a 5 or 6-membered ring; and R1, R2, R3, R4, R5, and R6 are as defined in the Summary of the Invention. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling plant disease caused by a fungal pathogen comprising applying an effective amount of a compound or a composition of the invention.

METHOD FOR PRODUCING DIMETHYL CYANIMIDOCARBONATE

The invention relates to a novel method for producing dimethyl cyanimidocarbonate (DCC, 3,3-dimethoxy-2-azaprop-2-ene nitrile) from sodium cyanide, methanol, chlorine gas and cyanamide.

Mannich-type C-nucleosidations in the 5,8-diaza-7,9-dicarba-purine family

(Chemical Equation Presented) C-Nucleosidation with cyclic iminium salts occurring under mild reaction conditions and affording C-nucleosides that are isosteric with N-nucleosides of natural purines is shown to be a consistent property of the entire family of 2,6-(oxo or amino)-disubstituted 5,8-diaza-7,9-dicarba-purines.

Synthesis and Structure Elucidation of 3-Methoxy-1-methyl-1H-1,2,4-triazol-5-amine and 5-Methoxy-1-methyl-1H-1,2,4-triazol-3-amine

Previously it was shown that condensation of dimethyl N-cyanodithioimidocarbonate (1a) with methylhydrazine gave predominantly 1-methyl-5-methylthio-1H-1,2,4-triazol-3-amine (2), which was initially identified erroneously as the regioisomer 1-methyl-3-methylthio-1H-1,2,4-triazol-5-amine (3).We have found that reaction of dimethyl N-cyanoimidocarbonate (1b) with methyl hydrazine affords a high yield of 3-methoxy-1-methyl-1H-1,2,4-triazol-5-amine (4) rather than the regioisomer 5-methoxy-1-methyl-1H-1,2,4-triazol-3-amine (5).The structure assignement of 4 was confirmedby X-ray crystallographic analysis of the benzenesulfonyl isocyanate adduct 7.Triazole 5 was obtained after reacting dimethyl N-cyanothioimidocarbonate (1c) with methylhydrazine.

Manufacturing process for preparing disubstituted (N-cyanoimido) carbonates

A process for the manufacture of disubstituted (N-cyanoimido)carbonate of the formula: STR1 in which R1 and R2 are the same and are alkyl radicals of 1 to 6 carbon atoms or phenyl radicals, or R1 and R2 are joined to form an ethylene or propylene chain which is optionally substituted by 1 or 2 alkyl radicals each of 1 to 3 carbon atoms, by reaction of a disubstituted imidocarbonate of the formula: STR2 with cyanamide, characterized in that the reaction is conducted in a two phase system containing water and a water-immiscible organic solvent.