1906-82-7

Basic information

• Product Name: Ethyl acetamidoacetate
• Synonyms: ETHYL 2-(ACETYLAMINO)ACETATE;ETHYL ACETAMINOACETATE;ETHYL ACETAMIDOACETATE;ACETYL-GLYCINE ETHYL ESTER;AC-GLY-OET;Ethyl (acetylamino)acetate;Ethyl N-acetylglycinate;N-ACETYLGLYCINE ETHYL ESTER
• CAS NO: 1906-82-7
• Molecular Formula: C₆H₁₁NO₃
• Molecular Weight: 145.16
• EINECS: 217-608-9
• Product Categories: Pharmaceutical Intermediates;Amino Acids Derivatives;Glycine [Gly, G];Amino ester;Amino Acid Derivatives;Glycine;Peptide Synthesis
• Mol File: 1906-82-7.mol
• Article Data: 18

Chemical Properties

• Melting Point: 43-46 °C(lit.)
• Boiling Point: 260 °C712 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: white shiny crystalline powder
• Density: 1.2511 (rough estimate)
• Vapor Pressure: 0.0107mmHg at 25°C
• Refractive Index: 1.4300 (estimate)
• Storage Temp.: Store below +30°C.
• PKA: 14.75±0.46(Predicted)
• CAS DataBase Reference: Ethyl acetamidoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl acetamidoacetate(1906-82-7)
• EPA Substance Registry System: Ethyl acetamidoacetate(1906-82-7)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 1906-82-7(Hazardous Substances Data)

Usage

Chemical Properties

white shiny crystalline powder

Uses

Ethyl Acetamidoacetate is used in biological studies as pre-fermentative replacement of SO2 by lysozyme and oenological tannins effects on flavor volatiles during the bottled storage of white wines.

InChI:InChI=1/C6H11NO3/c1-3-10-6(9)4-7-5(2)8/h3-4H2,1-2H3,(H,7,8)

Upstream product

• 590-54-5 acetylphosphoric acid 
• 7732-18-5 water 
• 459-73-4 GlyOEt*HCl 
• 7664-93-9 sulfuric acid 
• 127-09-3 sodium acetate 
• 108-24-7 acetic anhydride 
• 75-03-6 ethyl iodide 
• 98071-92-2 1-ethoxy-1,1-diazido-ethane 
• 64-19-7 acetic acid 
• 71-43-2 benzene 
• 67880-16-4 ethyl 2,2-diazidoacetate 
• 73534-59-5 Formyl-glycylglycin-ethylester 
• 627-74-7 glycylglycine ethyl ester 
• 75-36-5 acetyl chloride 

Downstream Products

• 276687-59-3 2-(acetylamino-methyl)-chromen-4-one 
• 100379-65-5 2-acetylamino-3-(2,4-dinitro-phenylhydrazono)-propionic acid ethyl ester 
• 25436-19-5 glycine, N-acetyl-, trimethylsilyl ester 
• 2620-63-5 2-acetamidoacetamide 
• 145464-87-5 5-ethoxy-2-methyl-thiazole 
• 623-33-6 glycine ethyl ester hydrochloride 
• 141-78-6 ethyl acetate 
• 56-40-6 glycine 
• 543-24-8 N-acetylglycine 
• 38879-46-8 (Z)-4-benzylidene-2-methyl-5(4H)-oxazolone 
• 93634-54-9 (Z)-2-methyl-4-(4-methylbenzylidene)oxazol-5(4H)-one 
• 564441-50-5 (Z)-2-methyl-4-(3-methylbenzylidene)-5(4H)-oxazolone 
• 1188995-14-3 (Z)-4-([1,10-biphenyl]-4-ylmethylene)-2-methyloxazol-5(4H)-one 
• 125772-83-0 (Z)-4-(4-fluorobenzylidene)-2-methyloxazol-5(4H)-one 

Relevant articles and documents

Hydrogenolysis of geminal diazides

The complete hydrogenolysis of compounds containing the geminal diazido functionality is described. Using hydrogen over palladium on charcoal, the diazides are reduced, and primary amines are obtained. For example, aminomalonates and glycines are generated in a straightforward manner. A protocol that provides direct access to acetylated amines derived from 2-amino-1,3-diketones in good to excellent yields, via hydrogenation in the presence of acetic anhydride, is also presented.

Chemoselectivity in coupling of azides with thioacids in solution-phase and solvent-free conditions

Solvent-free rapid coupling of monothiocarboxylic acid with azide affords carboxamide chemoselectively. Triphenyl phosphine included as an additive influences the chemoselectivity, yielding carboxamide and thioamide. Similar variation in the chemoselectivity is observed in the absence and presence of triphenyl phosphine in solution-phase methodology. Rapidity and ecofriendliness of the solvent-free approach to yield the products in just 15min is noteworthy compared to the solution-phase protocol, which has a long reaction time (1-3 days).

Compounds

Compounds of Formula (I), compositions containing them, their use in therapy, including their use as antibacterials, for example in the treatment of tuberculosis, and methods for the preparation of such compounds, are provided.