23504-14-5

Basic information

• Product Name: 2-(prop-2-yn-1-ylamino)phenol
• Synonyms: 2-(prop-2-yn-1-ylamino)phenol
• CAS NO: 23504-14-5
• Molecular Weight: 147.177
• Mol File: 23504-14-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-(prop-2-yn-1-ylamino)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(prop-2-yn-1-ylamino)phenol(23504-14-5)
• EPA Substance Registry System: 2-(prop-2-yn-1-ylamino)phenol(23504-14-5)

Safety Data

• Hazardous Substances Data: 23504-14-5(Hazardous Substances Data)

Upstream product

• 106-96-7 propargyl bromide 
• 95-55-6 2-amino-phenol 
• 1216-96-2 2-aminophenyl p-toluenesulfonate 
• 326598-28-1 2-(N-prop-2'-ynylamino)phenyl p-toluenesulfonate 

Downstream Products

• 148-24-3 8-quinolinol 
• 343270-95-1 2-methylidene-3,4-dihydro-2H-1,4-benzoxazine 
• 73222-95-4 N-(2-hydroxyphenyl)-N-(prop-2-yn-1-yl)benzamide 
• 73222-93-2 N-(2-hydroxyphenyl)-N-(prop-2-yn-1-yl)acetamide 
• 1287759-54-9 N-(2-hydroxyphenyl)-4-methyl-N-(prop-2-yn-1-yl)benzene sulfonamide 
• 1571119-54-4 methyl 2-(4-{[(2-hydroxyphenyl)amino]methyl}-1H-1,2,3-triazol-1-yl)acetate 

Relevant articles and documents

Design, synthesis and antibacterial evaluation of novel 1,2,3-triazole derivatives incorporating 3′-deoxythymidine

A series of novel 1,2,3-triazole derivatives incorporating 3′-deoxythymidine were designed, synthesised and characterised. Antibacterial activity against Escherichia coli and Staphylococcus aureus was evaluated for all of the synthesised compounds and com

Synthesis and preliminary biological evaluation of the first 99mTc(I)-specific semi-rigid tridentate ligand based on a click chemistry strategy

A novel bifunctional chelating agent based on a click chemistry strategy has been synthesized and characterized on the basis of spectroscopic techniques. The metal chelating part of this new class of tridentate N2O ligand combined a triazole un

Palladium-catalyzed heteroannulation leading to heterocyclic structures with two heteroatoms: A highly regio- and stereoselective synthesis of (Z)-4-alkyl-2-alkyl(aryl)idene-3,4-dihydro-2H-1,4,-benzoxazines and (Z)-3-alkyl(aryl)idene-4-tosyl-3,4-dihydro-2H-1,4-benzoxazines

A highly convenient method has been developed for the synthesis of (Z)-4-alkyl-2-alkyl(aryl)idene-3,4-dihydro-2H-1,4-benzoxazines 9 and (Z)-3-alkyl(aryl)idene-4-tosyl-3,4-dihydro-2H-1,4-benzoxazines 34-38 through palladium - copper-catalyzed reactions. Aryl halides 7 reacted with 2-[Nalkyl(benzyl)-N-prop-2′-ynyl]aminophenyl tosylate 6 in the presence of (PPh3)2PdCl2 (3 mol %), CuI(5 mol %) in triethylamine at room temperature to yield 2-[N-alkyl(benzyl)-N-(3-aryl-prop-2′-ynyl)]aminophenyl tosylates 8 in extremely good yields (72-96%). The latter could then be cyclized with KOH in ethanol - water to Z-9 in a highly regio- and stereoselective manner. Similarly, palladium copper-catalyzed reaction of 2-(prop-2′-ynyloxy)aniline (21) with aryl iodides 7 led to 22-26 which after tosylation and cyclization with cuprous iodide in CH3CN in the presence of K2CO3 and Bu4-NBr led to the (Z)-3-alkyl(aryl)idene-4-tosyl 3,4-dihydro-2H-1,4-benzoxazines 34-38 in good overall yields. The Z-stereochemistry of the products was established from 1H NMR spectra, 3JCH values (between vinylic proton and methylenic carbon of the heterocyclic ring), NOE experiments, and X-ray analysis· The method was also found to be suitable for the synthesis of bis(benzoxazinylated) derivatives 17, 39, and 2-alkyl-3,4-dihydro-2H-1,4-benzoxazines 18. Our method for the synthesis of 3,4-dihydro-2H-1,4-benzoxazines is highly efficacious, using easily available starting materials under very mild conditions. Also the synthesis of some novel 5-substituted uracil derivatives 40 and 41 containing the benzoxazinyl moiety and of potential biological interest is being reported.