59643-84-4

Basic information

• Product Name: o-propoxybenzamide
• Synonyms: o-propoxybenzamide;HLP-206;o-PropoxybenazaMide;Reuprosal
• CAS NO: 59643-84-4
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.21572
• EINECS: 261-836-1
• Product Categories: Aromatics
• Mol File: 59643-84-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 94-96°C
• Boiling Point: 311.75°C (rough estimate)
• Appearance: /
• Density: 1.1248 (rough estimate)
• Refractive Index: 1.5150 (estimate)
• PKA: 15.61±0.50(Predicted)
• CAS DataBase Reference: o-propoxybenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: o-propoxybenzamide(59643-84-4)
• EPA Substance Registry System: o-propoxybenzamide(59643-84-4)

Safety Data

• Hazardous Substances Data: 59643-84-4(Hazardous Substances Data)

Usage

Description

o-Propoxybenzamide, with the CAS number 59643-84-4, is a chemical compound that is characterized by its white crystalline needle-like structure. It is primarily recognized for its utility in the field of organic synthesis, where it serves as a valuable intermediate or building block for the creation of more complex molecules.

Uses

Used in Organic Synthesis:
o-Propoxybenzamide is used as a synthetic intermediate for the production of various organic compounds. Its chemical structure allows it to be a versatile component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. o-propoxybenzamide's reactivity and functional groups make it a suitable candidate for further chemical modifications and reactions, leading to the development of novel molecules with specific applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, o-propoxybenzamide is used as a key component in the development of new drugs. Its unique structure can be exploited to design and synthesize molecules with potential therapeutic properties. By incorporating o-propoxybenzamide into a drug's molecular framework, researchers can explore its effects on various biological targets, such as enzymes, receptors, or ion channels, which may lead to the discovery of new treatments for various diseases.
Used in Agrochemical Industry:
o-Propoxybenzamide also finds application in the agrochemical industry, where it is used as a building block for the synthesis of new pesticides, herbicides, or insecticides. Its incorporation into these compounds can enhance their efficacy, selectivity, or environmental compatibility, contributing to the development of more sustainable and effective agricultural products.

InChI:InChI=1/C10H13NO2/c1-2-7-13-9-6-4-3-5-8(9)10(11)12/h3-6H,2,7H2,1H3,(H2,11,12)

Upstream product

• 106-94-5 propyl bromide 
• 65-45-2 salicylamide 
• 107-08-4 1-iodo-propane 
• 71-23-8 propan-1-ol 
• 17436-52-1 benzoyliminotriphenylphosphorane 
• 4001-73-4 2-Bromobenzamide 
• 445-28-3 2-fluorobenzamide 

Downstream Products

• 82251-02-3 2-Propoxy-benzoyl isocyanate 
• 139632-42-1 1-((1R,3R,5S)-8-Methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-3-(2-propoxy-benzoyl)-urea 
• 64634-09-9 2-(2-propoxy-phenyl)-5-(1⁽²⁾H-tetrazol-5-yl)-3H-pyrimidin-4-one 
• 61627-16-5 5-chlorosulphonyl-2-propoxybenzamide 
• 6609-58-1 2-propoxybenzonitrile 
• 1229018-87-4 N-(3-(5,6-diethyl-4(3H)-pyrimidone-2-yl)-4-n-propoxyphenyl)-2-(4-methylpiperazin-1-yl)acetamide 
• 63874-26-0 2-n-propoxybenzamidine 
• 1229017-38-2 2-(5-nitro-2-n-propoxyphenyl)-5,6-diethyl-4(3H)-pyrimidone 
• 1229017-39-3 2-(5-amino-2-n-propoxyphenyl)-5,6-diethyl-4(3H)-pyrimidone 
• 1229018-85-2 2-chloro-N-(3-(4,5-diethyl-6-oxo-1,6-dihydropyrimidin-2-yl)-4-propoxyphenyl) acetamide 

Relevant articles and documents

Facile and Cost-Effective Route for the Synthesis of Simmerafil

An improved synthesis of simmerafil, a potent PDE5 inhibitor as a clinical candidate, is described with a 38.1% overall yield and 99.7% purity. Starting from the safe and inexpensive salicylamide (15), the key intermediate 2-propoxybenzimidamide (21), which is also a potential precursor for the preparation of pyrimidinone derivatives, was effectively and conveniently obtained. The subsequent process from21to simmerafil was optimized, which makes it more amenable to scale-up.

Pd-catalysed ortho-alkoxylation of benzamides N-protected with an iminophosphorane functionality

The oxidative coupling of keto-stabilised iminophosphoranes (IPs) Ph3P=NC(O)C6HxRy with alcohols R′OH affords the alkoxylated species Ph3P=NC(O)C6Hx-1Ry-2-OR′. The process is catalysed by 10% PdCl2(NCMe)2, uses oxone as an oxidant and alcohol R′OH as a source of OR′ groups and reaction solvent. The reaction takes place at room temperature regioselectively at the ortho-position of the benzamide ring, gives only the mono-alkoxylated derivatives, and shows tolerance to a variety of functional groups and different primary and secondary alcohols. Better yields were obtained when the aryl ring contains electron-releasing substituents (OMe, Me). The iminophosphorane moiety plays a dual role as the protecting/directing group, and can be hydrolysed to give the corresponding free benzamide.

Imidazo[1,5-d]-as-triazine-4(3H)-ones and thiones

There is provided substituted imidazo[1,5-d]-as-triazine-4(3H)-ones and substituted imidazo[1,5-d]-as-triazin-4(3H)-thiones useful as inhibitors of the enzyme cyclic-AMP phosphodiesterase and as broad spectrum herbicides.