938-73-8

Basic information

• Product Name: 2-Ethoxybenzamide
• Synonyms: 2-ethoxy-benzamid;2-Ethoxybenzenecarbonamide;Anovigam;Benzamide, 2-ethoxy-;Benzamide, o-ethoxy-;Etamide;Etenzamide;Ethbenzamide
• CAS NO: 938-73-8
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19
• EINECS: 213-346-4
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;API's;Amides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 938-73-8.mol
• Article Data: 16

Chemical Properties

• Melting Point: 129-134 °C
• Boiling Point: 293.03°C (rough estimate)
• Flash Point: 153.7 °C
• Appearance: White to almost white/Granular Crystalline Powder
• Density: 1.1603 (rough estimate)
• Vapor Pressure: 0.00102mmHg at 25°C
• Refractive Index: 1.5620 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: Chloroform (Slightly), Dichloromethane (Slightly)
• PKA: 15.62±0.50(Predicted)
• Water Solubility: <0.1 g/100 mL at 16℃
• Merck: 14,3731
• CAS DataBase Reference: 2-Ethoxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Ethoxybenzamide(938-73-8)
• EPA Substance Registry System: 2-Ethoxybenzamide(938-73-8)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 2
• RTECS: CU4381000
• TSCA: Yes
• Hazardous Substances Data: 938-73-8(Hazardous Substances Data)

Usage

Chemical Properties

WHITE TO ALMOST WHITE GRANULAR CRYSTALLINE POWDER

Originator

Ethenzamide,Tongxiang Hengda

Manufacturing Process

500 g of salicylic amide are dissolved in 1.5 L of 10% alcohol by means of 146 g of sodium hydroxide. 560 g diethyl sulphate are added, the mixture is frequently shaken during four hours and kept cold. 20 hours later the 2- ethoxy-benzamide is precipitated in a gritty state and is removed by suction and dried at 50°-100°C. The yield is 540 g or about 90%. MP: 130°C.

General Description

White or almost-white crystalline powder. Almost odorless. Tasteless.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

2-Ethoxybenzamide is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx).

Health Hazard

ACUTE/CHRONIC HAZARDS: When heated to decomposition 2-Ethoxybenzamide emits toxic fumes of nitrogen oxides.

Fire Hazard

Flash point data for 2-Ethoxybenzamide are not available; however, 2-Ethoxybenzamide is probably combustible.

InChI:InChI=1/C9H11NO2/c1-2-12-8-6-4-3-5-7(8)9(10)11/h3-6H,2H2,1H3,(H2,10,11)

Upstream product

• 6609-57-0 2-ethoxybenzonitrile 
• 75-03-6 ethyl iodide 
• 65-45-2 salicylamide 
• 88576-66-3 2-vinyloxybenzamide 
• 90843-12-2 1-ethoxy-2-ethynylbenzene 
• 2142-67-8 1-(2-ethoxyphenyl)ethanone 
• 3019-71-4 Trichloroacetyl isocyanate 
• 936-02-7 2-Hydroxybenzoylhydrazine 
• 94-67-7 salicylaldehyde-oxime 
• 74-96-4 ethyl bromide 
• 3686-55-3 methyl 2-ethoxybenzoate 
• 1197680-14-0 2-ethoxy-N-methoxybenzamide 
• 64-17-5 ethanol 
• 3930-83-4 o-iodobenzamide 

Downstream Products

• 113932-79-9 methyl 2-ethoxyphenylcarbamate 
• 79388-79-7 N-(2-Ethoxybenzoyl)-dithiocarbamic acid 
• 139632-40-9 1-(2-Ethoxy-benzoyl)-3-((1R,3R,5S)-8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-urea 
• 926209-59-8 C₉H₁₀ClNO₄S 
• 6609-57-0 2-ethoxybenzonitrile 
• 72897-43-9 6-(2-ethoxy-phenyl)-3-isopropyl-2-isopropylimino-2,3-dihydro-[1,3,5]oxadiazin-4-one 
• 72897-48-4 6-(2-ethoxy-phenyl)-3-phenyl-4-phenylimino-3,4-dihydro-[1,3,5]oxadiazin-2-one 
• 102656-07-5 1-(2-ethoxy-benzyl)-biguanide 
• 106920-40-5 N-Chlormethyl-o-ethoxybenzamid 
• 139756-21-1 5-(2-ethoxy)-phenyl-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidine-7-one 
• 139756-03-9 4-[(2-ethoxybenzoyl)amino]-1-methyl-3-propyl-1H-pyrazole-5-carboxamide 
• 134-11-2 2-ethoxybenzoic acid 
• 79388-58-2 N-(Bis-methylsulfanyl-methylene)-2-ethoxy-benzamide 
• 99087-52-2 C₉H₁₀⁽³⁾HNO₂ 

Relevant articles and documents

Method for preparing primary and secondary amide compounds

The invention belongs to the field of organic chemical synthesis, and particularly relates to a method for preparing primary and secondary amide compounds. The method for preparing primary and secondary amide compounds comprises the following steps of carrying out catalytic reduction on an N-substituted amide compound at 30-130 DEG C by using a protic solvent as a reduction reagent and a dichloro(p-methyl isopropylbenzene) ruthenium (II) dimer complex as a catalyst to obtain a reaction solution after the reduction reaction is finished, and carrying out post-treatment on the reaction solution to obtain the corresponding primary amide compound or secondary amide compound. According to the method for preparing the primary and secondary amide compounds, the transfer hydrogenation reaction of nitrogen-oxygen and nitrogen-carbon bonds is realized, the reaction conditions are mild and simple, the substrate application range is wide, the operation is convenient, and the corresponding primary amide compound or secondary amide compound is obtained with high efficiency and high selectivity.

One-Pot Preparation of Aromatic Amides, 4-Arylthiazoles, and 4-Arylimidazoles from Arenes

Simple treatment of arenes with α-bromoacetyl chloride and AlCl3, followed by the reaction with molecular iodine and aq. NH3, thioamides, or amidines gave the corresponding primary aromatic amides, 4-arylthiazoles, or 4-arylimidazoles in good yields, respectively. Aryl α-bromomethyl ketones are the key intermediates in those reactions. Primary aromatic amides were formed from arenes through the reaction of aryl α-bromomethyl ketones with molecular iodine and aq. NH3, and 4-arylthiazoles and 4-arylimidazoles were formed from arenes through the reactions of aryl α-bromomethyl ketones with thioamides and amidines, respectively, in one pot under transition-metal-free conditions.

Copper-Catalyzed Self-Condensation of Benzamide: Domino Reactions towards Quinazolinones

We herein report a simple and highly efficient microwave-assisted, copper-catalyzed and ligand-free synthetic method for 2-substituted 4(3H)-quinazolinones as domino reaction. This reaction proceeds via self-condensation of substrate (2-bromo/iodo benzamide) in the presence of a strong base and copper catalyst. The substituted quinazolinones were obtained in one-pot reaction by intramolecular cyclization (condensation) via Ullmann–type intermediate. Both the intermediates and quinazolinones were obtained in good yield and can be further used as building blocks for developing the potential novel drug-like compounds.