Molecular Formula | C3H4N2O2 |
Molar Mass | 100.08 |
Density | 1.272 g/cm3 |
pKa | 4.24±0.46(Predicted) |
Physical and Chemical Properties | Chemical properties methyl cyanocarbamate calcium salt [Ca2 (NCN--COOCH3)2] reacts with acid to form methyl cyanocarbamate, which is unstable to heat. |
Use | Use 1. Methyl cyanocarbamate is an intermediate of bactericide carbendazim and benomyl. 2, can be used as an intermediate of fungicide carbendazim. |
Wang Yuanzheng , Chen kongchang
Abstract:
methyl cyanocarbamate is an important intermediate in the synthesis of pesticide bactericide carbendazim, methyl chloroformate after the use of lime nitrogen (Ca = N-CN) after hydrolysis of cyanamide (H2N-CN), cyanamidation reaction, can produce methyl cyanocarbamate, the latter and O-phenylenediamine [C6H4(NH2)2] in acidic aqueous solution condensation, that is, carbendazim
Key words:
methyl cyanocarbamate methyl chloroformate lime nitrogen ammoniation reaction synthetic pesticide aqueous acidic solution cyanamide O-phenylenediamine carbamic acid incubation reaction
DOI:
CNKI:SUN:HXSS.0.1982-12-004
cited:
year:
1982
CN201510194487.6
application date:
2015-04-22
Public/Announcement Number:
CN106146353B
Public/announcement date:
2018.09.04
applicant (patent):
Institute of Process Engineering, Chinese Academy of Sciences
inventor:
Li Hui-quan , Royal , Cao Yan , Li Fengyu , Chen Jiaqiang , He Peng
National and provincial code:
CN110108
Abstract:
The invention relates to a preparation method of Methyl phenyl carbamate, which is carried out according to the following steps:(1) urea and aniline are fed into a pre-reactor and a Diphenyl Urea synthesis reactor to synthesize Diphenyl Urea;(2) the reaction liquid is transported to the falling film evaporator by the feed pump, and the aniline is separated by the evaporation crystallizer. After mixing with methanol, it enters the alcoholysis reactor for reaction, and the reaction materials enter the flash tank to separate methanol and aniline, then the residual methanol and most of aniline were separated by falling film evaporator to obtain crude phenyl carbamate product;(3) the crude product was entered into the Wiped Film Molecular distillation equipment to further separate the residual trace aniline and high boiling substance, A high-purity phenyl carbamate with a purity of not less than 99.9% is obtained. The invention can effectively improve the synthesis efficiency of Methyl phenyl carbamate, and the product yield is not less than 98.0%. The process provided by the invention is simple and easy, and provides an effective synthesis and separation method for the intermediate phenyl carbamate for the practical application of non-phosgene to prepare diphenylmethane diisocyanate.
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Use | Methyl cyanocarbamate is an intermediate of fungicides carbendazim and benzoic. It can be used as an intermediate for the fungicide carbendazim. |
Production method | The cyanamide is prepared from lime nitrogen and water, and then reacted with methyl chloroformate. There are two main operation methods, one is to prepare calcium cyanamide hydrogen from lime nitrogen and water, and the calcium hydroxide produced is not separated, and it is used as a deacidification agent to directly add methyl chloroformate to generate cyanocarbamate After the methyl ester is filtered to remove the residue, this method is called post-filtration method. The other is lime nitrogen and water to prepare cyanamide calcium hydrogen and then filter to separate the aqueous solution of methyl hydroxide. This method is called the first filtration method. The operation process of the two methods is as follows. 1. First, the lime nitrogen is put into water by filtration method, and the lime nitrogen is stirred at 25-28 ℃ for 1h. The material is put into a centrifuge for filtration, and the filter cake is washed in different times with the controlled amount of water. Add the filtrate and the washing solution into the glass-lined reaction pot, stir and cool to below 20 ℃, add methyl chloroformate dropwise, control the dropwise temperature below 35 ℃, then add sodium hydroxide solution dropwise below 45 ℃, add it and keep the temperature for 1h to obtain methyl cyanocarbamate aqueous solution. 2. After the filtration method, the lime nitrogen is put into water, stirred and cooled, and the temperature is controlled at 40-45 ℃. After the addition, the following layer is kept at 40-45 ℃ for 1h, the reactants are put into a centrifuge for filtration, and the filter cake is washed with water. The filtrate and the washing solution are combined to form a methyl cyanocarbamate aqueous solution. The preparation method is obtained by reacting cyanamide with methyl chloroformate. Reaction equation: NH2CN ClCOOCH3 → NCNHCOOCH3 and in actual production, the calcium salt of methyl cyanocarbamate is used instead of methyl cyanocarbamate to react with o-phenylenediamine to form carbendazim. The raw materials for the preparation of calcium salt of methyl cyanocarbamate are lime nitrogen and methyl chloroformate. The process is to add water and stir in the hydrolysis kettle, add industrial lime nitrogen at about 35 ℃, keep it at (35±2)℃ for further reaction for 1h, then centrifuge, send the filtrate to the cyanamide kettle for stirring, then add some lime nitrogen, control the temperature at (45±2)℃, add methyl chloroformate dropwise, then react for 1h, and make the pH of the reaction solution 6~8, after the reaction is over, centrifugation and filtration are carried out, and the filtrate is the calcium salt solution of methyl cyanide. Reaction equation: 2CaCN2 2H2O → Ca(HCN2)2 Ca(OH)2 Ca(HCN2)2 Ca(OH)2 2ClCOOCH3 → Ca2 (NC-N -- COOCH3)2 CaCl2 H2O |