1467-79-4

Usage

Uses

Used in Chemical Synthesis:
DIMETHYLCYANAMIDE is used as a promoter for the one-pot, three-component synthesis of a novel series of 1,3-oxazines. In the presence of tetrachlorosilane and zinc chloride, it facilitates the reaction and enhances the overall efficiency of the process.
Used in Pharmaceutical Industry:
DIMETHYLCYANAMIDE is used as a reagent in the synthesis of various pharmaceutical compounds. Its reactivity and versatility make it a valuable component in the development of new drugs and medications.
Used in Research and Development:
Due to its unique chemical properties, DIMETHYLCYANAMIDE is utilized in research and development for the exploration of new chemical reactions and the creation of novel compounds with potential applications in various industries.
Used in Industrial Applications:
DIMETHYLCYANAMIDE is employed in various industrial applications, such as the production of chemicals, plastics, and other materials. Its reactivity and ability to act as a promoter in chemical reactions make it a valuable asset in the development of new products and processes.

Production Methods

Dimethyl cyanamide is made by the reaction of nitromethane with tris(dimethylamino) arsine.

Air & Water Reactions

Reacts with water to form cyanide gas

Reactivity Profile

Nitriles, such as DIMETHYLCYANAMIDE, may polymerize in the presence of metals and some metal compounds. They are incompatible with acids; mixing nitriles with strong oxidizing acids can lead to extremely violent reactions. Nitriles are generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give carboxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents. Acetonitrile and propionitrile are soluble in water, but nitriles higher than propionitrile have low aqueous solubility. They are also insoluble in aqueous acids. DIMETHYLCYANAMIDE reacts with oxidizers, water, or steam.

Health Hazard

ACUTE/CHRONIC HAZARDS: DIMETHYLCYANAMIDE is an irritant. It reacts with water to produce toxic and flammable vapors.

Fire Hazard

DIMETHYLCYANAMIDE is combustible.

Safety Profile

Poison by ingestion, skin contact, and intraperitoneal routes. Moderately toxic by inhalation. Flammable when exposed to heat, flame, or oxidzers. Can react with oxidzing materials. To fight fire, use foam, CO2, or dry chemical. When heated to decomposition or in reaction with water or steam it produces toxic fumes of NOx, and CNand flammable vapors. See also CYANIDE

InChI:InChI=1/C3H6N2/c1-5(2)3-4/h1-2H3

Upstream product

• 60-29-7 diethyl ether 
• 506-68-3 bromocyane 
• 51-80-9 bis-(dimethylamino)methane 
• 10175-31-2 1-(2-chlorophenyl)-N,N-dimethylmethanamine 
• 140621-52-9 1-(4-iodophenyl)-N,N-dimethylmethanamine 
• 506-59-2 N,N-dimethylammonium chloride 
• 61713-36-8 N,N,O-trimethyl-isourea 
• 1585-74-6 dimethylchloroamine 
• 151-50-8 potassium cyanide 
• 124-40-3 dimethyl amine 
• 420-04-2 CYANAMID 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 21029-18-5 monosodium cyanamide * 2 H₂O 

Downstream Products

• 993-00-0 chloro-methyl-silane 
• 6249-86-1 asterubine 
• 106167-80-0 3-(4-methoxy-benzylidenamino)-1,1-dimethyl-biguanide 
• 61713-36-8 N,N,O-trimethyl-isourea 
• 6972-05-0 1,1-dimethyl-2-thiourea 
• 6145-42-2 N,N-Dimethyl-guanidine 
• 1985-46-2 2,4-diamino-6-dimethylamino-1,3,5-triazine 
• 5422-45-7 5-dimethylamino-tetrazole 
• 598-94-7 1,1-Dimethylurea 
• 5117-16-8 N,N-Dimethylselenourea 
• 7710-22-7 N'-benzoyl-N,N-dimethyl-guanidine 
• 34631-62-4 N,N-dimethyl-4-phenyl-4,5-dihydrooxazol-2-amine 
• 40028-36-2 (2d) 
• 60532-85-6 2-Dimethylamino-4-oxo-5,6-diphenyl-4H-1,3-oxazin 

Relevant academic research and scientific papers

Tris(3,5-dimethylpyrazolyl)methane copper(I) complexes featuring one disubstituted cyanamide ligand

The complexes [Cu{HC(3,5-Me2pz)3}(NCNR2)][BF4] (1–8; R2 = Me2 1, Et2 2, C5H10 3, C4H8O 4, C4H8 5, C3H

A New General Synthesis of N-Mono- and N-Di-substituted 2-Aminothiazoles

Solutions of α-mercapto-ketone anions, generated from O-ethyl S-2-oxoethyl dithiocarbonates and piperidine, react with cyanamides to give 2-aminothiazoles with substituents on the heterocycle or the exo-nitrogen atom.

Accelerated degradation of methyl iodide by agrochemicals

The fumigant methyl iodide (Mel, iodomethane) is considered a promising alternative to methyl bromide (MeBr) for soil-borne pest control in high-cash-value crops. However, the high vapor pressure of Mel results in emissions of a significant proportion of the applied mass into the ambient air, and this may lead to pollution of the environment. Integrating the application of certain agrochemicals with soil fumigation provides a novel approach to reduce excessive fumigant. emissions. This study investigated the potential for several agrochemicals that are commonly used in farming operations, including fertilizers and nitrification inhibitors, to transform Mel in aqueous solution. The pseudo-first-order hydrolysis half-life (t1/2) of Mel was ～ 108 d, while the transformation of Mel in aqueous solutions containing selected agrochemicals was more rapid, with t1/2 1/2 1/2 of Mel was 1/2 > 300 h).

Effects of Ionizing Radiation on Cyanamide and Dimethylcyanamide

Irradiation of the pure title compounds and a range of dilute solid solutions produces a range of matrix-isolated radicals, identified by their EPR spectra.These include electron-loss centres, HN.CN and (Me2N.CN)+, and electron capture centres HNC(H)N.- and Me2N..The former is a tautomer of the parent anion and the latter is formed by loss of CN-.In aqueous alkali glasses, the radical anion .N2CO3- is thought to be formed by addition of O.- to CN22-.

Selenium-nitrogen bond formation by ring expansion: Synthesis of the 1,4,2-diselenazine ring system, fragmentation to a 1,2-diselenete and reactions to yield 1,4-diselenin derivatives

1,3-Diselenolium cation salt 1 reacts with ammonia and iodine to afford the novel 1,4,2-diselenazine system 6 (40% yield) which fragments to yield dimethylcyanamide 8 and diselenin 9, presumably via intermediate 1,2-diselenete 7, which is trapped with dimethyl acetylenedicarboxylate to yield the cycloadduct 10.

TETRAHYDROFURO[3,4-C]ISOQUINOLINES AS INHIBITORS OF PDE4

The compounds of a certain formula 1, in which R1, R2 and R3 have the meanings as given in the description, are novel effective inhibitors of phosphodiesterase type 4.

A allyl uncle amine compound by one-step synthesis method of cyano uncle amine compound (by machine translation)

The invention relates to a one-step synthesis of amine compound allyl unclecyano uncle amine compounds, which belongs to the technical field of organic synthetic method. The method specific synthetic process is as follows: in the airtight reaction environment, to the anhydrous organic solvent is added in the cyanogen bromide, under protection of inert gas, and then added dropwise to the solution in the allylic and high yield amine compound, to obtain allyl uncle amine compound concentration is 0.8 - 1 mol/L solution, at room temperature the reaction 16 - 24 hours later, after column chromatography separation and purification, to obtain a corresponding cyano uncle amine compound. The method to get rid of the expensive deallylation use of the catalyst, the synthesis step is less, raw materials are easy, cheap, mild reaction conditions, the operation is simple, easy to craft and industrialization. Yield 50% - 80% between. (by machine translation)

Synthesis of Cyanamides from Cyanogen Bromide under Mild Conditions through N-Cyanation of Allylic Tertiary Amines

Cyanamides were selectively formed through a one-step nucleophilic substitution reaction of allylic tertiary amines with cyanogen bromide. Because of the mild reaction conditions and good yields of the reaction, as well as the commercial availability of the starting materials, this new method represents a valuable tool for the synthesis of cyan-amides through an N-deallylation reaction and an N-cyanation reaction in one pot.

Novel and facile transformation of N,N-disubstituted glycylamides into corresponding cyanamides by using pentavalent iodine reagents in combination with tetraethylammonium bromide

Novel and facile transformation of N,N-disubstituted glycylamides into corresponding cyanamides using pentavalent iodine reagents and tetraethylammonium bromide is discussed. The advantages of this system are use of non toxic reagents, shorter reaction times and moderate to good yields. Georg Thieme Verlag Stuttgart.

Comparative studies for selective deprotection of the N-arylideneamino moiety from heterocyclic amides: Kinetic and theoretical studies

The kinetics, product analysis and theoretical studies for selective deprotection of N-arylideneamino pyridone, pyrimidinone and triazinone systems were carried out. Their reactivities were compared with each other and with related compounds previously studied. This reaction represents an efficient, clean and general synthetic procedure for the protection and selective synthesis of potential biologically active pyridines, pyrimidines and triazines and their derivatives.