2208-89-1

Basic information

• Product Name: cyanourea
• Synonyms: cyanourea;N-Cyanourea
• CAS NO: 2208-89-1
• Molecular Formula: C₂H₃N₃O
• Molecular Weight: 85.06472
• EINECS: 218-633-8
• Mol File: 2208-89-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 163.2 °C at 760 mmHg
• Flash Point: 52.5 °C
• Appearance: /
• Density: 1.317 g/cm³
• CAS DataBase Reference: cyanourea(CAS DataBase Reference)
• NIST Chemistry Reference: cyanourea(2208-89-1)
• EPA Substance Registry System: cyanourea(2208-89-1)

Safety Data

• Hazardous Substances Data: 2208-89-1(Hazardous Substances Data)

Usage

General Description

Cyanourea, also known as cyanoguanidine or dicyandiamide, is a chemical compound with the formula C2H4N4. It is a white, crystalline solid that is soluble in water and polar organic solvents. Cyanourea is commonly used as a curing agent for epoxy resins and in the production of melamine-formaldehyde resins. It is also used in the synthesis of pharmaceuticals, dyes, and agricultural chemicals. Additionally, cyanourea has applications in the production of flame retardants and fertilizers. It is important to handle cyanourea with care, as it can be harmful if ingested, inhaled, or in contact with skin and eyes.

InChI:InChI=1/C2H3N3O/c3-1-5-2(4)6/h(H3,4,5,6)

Upstream product

• 590-28-3 potassium cyanate 
• 420-04-2 CYANAMID 
• 127099-85-8 N-Cyanoguanidine 
• 504-66-5 dicyandiamide 
• 31857-31-5 N¹,N²-dimethylcyanoguanidine 
• 127099-85-8 dicyandiamide 
• 448245-52-1 1-buthyl-3-methylimidazolium dicyanamide 
• 59221-06-6 5-amino-2H-1,2,4-thiadiazolin-3-one 
• 7647-01-0 hydrogenchloride 
• 51342-29-1 dicyanamide; silver (I)-compound with silver (I)-chloride 
• 23228-74-2 2-thiobiuret 

Downstream Products

• 108-19-0 BIURET 
• 23228-74-2 2-thiobiuret 
• 6826-24-0 5-phenyl-oxazol-2-ylamine 
• 108-79-2 4,6-dimethylpirimidin-2-one 
• 7664-41-7 ammonia 
• 113-00-8 guanidine nitrate 
• 420-05-3 cyanic acid 
• 420-04-2 CYANAMID 
• 68101-28-0 4-(4-methoxyphenyl)oxazol-2-amine 
• 6826-26-2 5-(4-bromophenyl)-1,3-oxazol-2-amine 

Relevant articles and documents

Improved synthesis, antibacterial activity and potential carcinogenicity of 5-amino-1,2,4-thiadiazol-3(2H)-one

This paper reports on the preparation of 5-amino-1,2,4-thiadiazol-3(2H)- one, a sulfur-containing analogue of cytosine with the -CH=CH- group between the positions 5 and 6 of the pyrimidine ring-replaced by the divalent sulfur (-S-). Improved procedures for the preparation of thiobiuret, some of its methyl derivatives and 5-amino-1,2,4-thiadiazol-3(2H)-one are documented. Thiobiuret and its N-methyl derivatives were obtained by addition of hydrogen sulfide to the respective 1-cyanoureas. Subsequent oxidation of thiobiuret with hydrogen peroxide in alkaline medium produced 5-amino-1,2,4-thiadiazol-3(2H)-one. This substance was traced back converted to the starting thiobiuret by reaction with cysteine hydrochloride. Alkaline degradation of thiadiazol led to the formation of 1-cyanourea isolated as its silver salt. An investigation of the thiadiazol biological activities has shown that it inhibits the growth of E. coli by 10% at 8.5 μM concentrations, but exhibited no cytostatic activity in L1210, HeLa S3 and HL-60 cell lines. Potential carcinogenicity of the prepared compounds was determined by a DC polarographic method. While the values of the parameter of carcinogenicity for all intermediates indicate only marginal carcinogenic potential, the value of the parameter of carcinogenicity for the thiadiazole indicates possible carcinogenicity of this compound.

ACID-CATALYSED HYDROLYSIS OF CYANAMIDES: ESTIMATES OF CARBODI-IMIDE BASICITY AND TAUTOMERIC EQUILIBRIUM CONSTANT BETWEEN CARBODI-IMIDE AND CYANAMIDE

N-cyanourea is demonstrated as an intermediate in the hydrolysis of dicyanamide which is shown to react as its carbodi-imide tautomer.The hydrolysis of N-cyanourea, dicyanamide, and NN'-dimethylcyanoguanidine is specific acid-catalysed.Generaln acid catalysis is demonstrated for ht e hydrolysis of NN'-dimethylcyanoguanidine and is considered to be specific acid-nucleophilic.Assuming the carbodi-imide mechanism also holds for hte specific acid catalysed hydrolysis of cyanamide the tautomeric equilibrium constant for formation of ht eparent carbodi-imide in water at 25 deg C is estimated to be have a value within one unit of zero.Rate constant are reported for alkaline hydrolysis of cyanamides.