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

Chemical Properties

White Crystalline Needles

Uses

2-Propoxybenzamide (cas# 59643-84-4) is a compound useful in organic synthesis.

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 
• 71-23-8 propan-1-ol 
• 17436-52-1 benzoyliminotriphenylphosphorane 
• 445-28-3 2-fluorobenzamide 
• 4001-73-4 2-Bromobenzamide 
• 107-08-4 1-iodo-propane 

Downstream Products

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

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.