37842-58-3

Basic information

• Product Name: ETHYL AMINOCYANOACETATE P-TOLUENESULFONATE
• Synonyms: Ethyl aminocyanoacetate p-tolunensulfonate;Ethyl 2-Amino-2-cyanoacetate p-Toluenesulfonate;ETHYL AMINOCYANOACETATE P-TOLUENESULFOTE;AKOS 92639;ETHYL AMINOCYANOACETATE P-TOLUENESULFONATE;ETHYL 2-AMINO-2-CYANOACETATE MONO(4-METHYLBENZENESULFONATE);ethyl 2-aMino-2-cyanoacetate 4-Methylbenzenesulfonate;ethyl 2-aMino-2-cyanoacetate 4-Methylbenzenesulfonat
• CAS NO: 37842-58-3
• Molecular Formula: C₅H₈N₂O₂*C₇H₈O₃S
• Molecular Weight: 300.33
• Mol File: 37842-58-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 118-120℃ (ethanol ethyl ether )
• Boiling Point: 494.3°Cat760mmHg
• Flash Point: 252.8°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 1.37E-10mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: ETHYL AMINOCYANOACETATE P-TOLUENESULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL AMINOCYANOACETATE P-TOLUENESULFONATE(37842-58-3)
• EPA Substance Registry System: ETHYL AMINOCYANOACETATE P-TOLUENESULFONATE(37842-58-3)

Safety Data

• Hazardous Substances Data: 37842-58-3(Hazardous Substances Data)

Usage

Uses

Ethyl Aminocyanoacetate Tosylate is used as a reactant in the asymetric synthesis of versatile γ-lactams via organocatalytic vinylic substitution reaction.

InChI:InChI=1/C7H8O3S.C5H8N2O2/c1-6-2-4-7(5-3-6)11(8,9)10;1-2-9-5(8)4(7)3-6/h2-5H,1H3,(H,8,9,10);4H,2,7H2,1H3

Upstream product

• 105-56-6 ethyl 2-cyanoacetate 
• 7440-06-4 platinum 
• 56503-39-0 ethyl (2E)-cyano(hydroxyimino)ethanoate 
• 104-15-4 toluene-4-sulfonic acid 
• 32683-02-6 ethyl-2-aminocyano acetate 
• 5457-25-0 cyano-nitroso-acetic acid ethyl ester 
• 6192-52-5 p-toluenesulfonic acid monohydrate 
• 3849-21-6 ethyl cyanoglyoxylate-2-oxime 

Downstream Products

• 50627-56-0 2-amino-3-ethoxycarbonyl-5-phenylpyrazine 1-oxide 
• 865370-16-7 tert-butoxycarbonylamino-cyano-acetic acid ethyl ester 
• 1363621-26-4 ethyl 5-amino-2-(4-(2,6-dichlorobenzyloxy)phenyl)oxazole-4-carboxylate 
• 116616-69-4 2-amino-7-ethoxy-6-phenyl-4(3H)-pteridinone 
• 116616-68-3 ethyl 3-amino-5-chloro-6-phenyl-2-pyrazinecarboxylate 
• 51324-29-9 6-phenylisoxanthopterin 
• 113120-67-5 2-amino-3-carbamoyl-5-(p-methylphenyl)pyrazine 1-oxide 
• 81346-77-2 6-(p-methylphenyl)-4(3H)-pteridinone 
• 113120-70-0 2-amino-3-carbamoyl-5-(p-methylphenyl)pyrazine 
• 64233-29-0 6-p-tolyl-1H-pteridine-2,4-dione 
• 895579-15-4 ethyl 2-(4-methoxybenzylamino)-2-cyanoacetate 
• 609341-12-0 benzylaminocyanoacetic acid ethyl ester 
• 113120-63-1 2-amino-3-ethoxycarbonyl-5-(p-methylphenyl)pyrazine 1-oxide 

Relevant articles and documents

99mTc Radiolabeling and Biological Evaluation of Nanoparticles Functionalized with a Versatile Coating Ligand

Radiolabeling allows noninvasive imaging by single photon emission computed tomography (SPECT) or positron emission tomography (PET) for assessing the biodistribution of nanostructures. Herein, the synthesis of a new coating ligand for gold nanoparticles (AuNPs) and quantum dots (QDs) is reported. This ligand is multifunctional; it combines the metal chelate with conjugating functions to biological vectors. The concept allows the coupling of any targeting function to the chelator; an example for the prostate specific membrane antigen is given. Derivatized NPs can directly be labeled in one step with [99mTc(OH2)3(CO)3]+. AuNPs in particular are highly stable, a prerequisite for in vivo studies excluding misinterpretation of the biodistribution data. AuNPs with differing sizes (7 and 14 nm core diameter) were administered intravenously into nude NMRI mice bearing LNCaP xenografts. MicroSPECT images show for both probes rapid clearance from the blood pool through the hepatobiliary pathway. The 7 nm AuNPs revealed a significantly higher bone uptake than the 14 nm AuNPs. The high affinity towards bone mineral is further confirmed in vitro with hydroxyapatite.

Method for the production of aminocyanoacetamide

A large-scale industrial process for the production of aminocyanoacetamide is disclosed. A starting material is cyanoacetic acid ester, which is treated with a nitrous acid in a first step to a corresponding hydroxy-iminocyanoacetic acid ester. The hydroxy-iminocyanoacetic acid ester is then hydrogenated and, in a following step, treated with ammonia for obtaining the final product aminocyanoacetamide.

Process for the production of aminocyanoacetic acid ethyl ester

In the process for the production of the ethyl ester of aminocyanoacetic acid by reduction of the ethyl ester of nitrosocyanoacetic acid, the improvement of hydrogenating the ethyl ester of nitrosocyanoacetic acid in a low-boiling polar solvent in the pre