Isolation of intermediates in the rearrangement of 4-cyano-4,5-dihydroazepines to furo[2,3-b]pyridine derivatives

1977 ◽  
Vol 55 (23) ◽  
pp. 4061-4065 ◽  
Author(s):  
Brian Gregory ◽  
Eric Bullock ◽  
Teng-Song Chen
Keyword(s):  
Silver Nitrate ◽  
Exchange Resin ◽  
Aqueous Ethanol ◽  
Ion Exchange Resin ◽  
Aqueous Alcohol ◽  
Hydrolytic Cleavage ◽  
Thermal Cyclization ◽  
Pyridine Derivatives ◽  
Cyclization Product

4-Cyano-4,5-dihydroazepines, when treated with an acidic ion-exchange resin in aqueous alcohol, undergo hydrolytic cleavage to a cyanooctanedionediester. The cyanooctanedione-diester and its thermal cyclization product, a 4,7-dihydrofuro[2,3-b]pyridine, are shown to be intermediates in the rearrangement of cyanodihydroazepines to furo[2,3-b]pyridines by aqueous alcoholic silver nitrate. The mechanism of this rearrangement and the role of silver(I) are discussed. Ethyl 2-(2-cyanoethyl)acetoacetate cyclizes to a 1,2,3,4-tetrahydro-2-oxopyridine when refluxed with silver nitrate in aqueous ethanol.

ChemInform Abstract: Ion Exchange Resin-Mediated Hydrolytic Cleavage of α-Nitro Epoxides. Simple One-Pot Synthesis of α-Hydroxy Ketones.

ChemInform ◽  
2010 ◽  
Vol 24 (1) ◽  
pp. no-no
Author(s):  
R. CHAKRABORTY ◽  
A. R. DAS ◽  
B. C. RANU
Keyword(s):  
Ion Exchange ◽  
Exchange Resin ◽  
Ion Exchange Resin ◽  
Hydrolytic Cleavage ◽  
One Pot ◽  
One Pot Synthesis ◽  
Hydroxy Ketones

Ion Exchange Resin-Mediated Hydrolytic Cleavage of Epoxides. Simple One-Pot Synthesis of 2-Arylketones from 1-Aryl-1,2-epoxides

1990 ◽  
Vol 20 (12) ◽  
pp. 1751-1756 ◽  
Author(s):  
Brindaban C. Ranu ◽  
Rupak Chakraborty
Keyword(s):  
Ion Exchange ◽  
Exchange Resin ◽  
Ion Exchange Resin ◽  
Hydrolytic Cleavage ◽  
One Pot ◽  
One Pot Synthesis

Ion exchange resin beads as a carrier for growth substances

1969 ◽  
Vol 47 (9) ◽  
pp. 1505-1506 ◽  
Author(s):  
H. Gee ◽  
R. I. Greyson
Keyword(s):  
Ion Exchange ◽  
Plant Tissue ◽  
Exchange Resin ◽  
Ion Exchange Resin ◽  
Growth Substances ◽  
Considerable Potential ◽  
Resin Beads ◽  
Dowex 1

Dowex-1 ion exchange resin beads bind indoleacetate, naphthaleneacetate, and indoleproprionate ions and release them to plant tissue. We suggest this tool shows considerable potential in assessing the role of growth substances in morphogenesis. Some properties of IAA loaded beads are described.

Ion Exchange Resin-Mediated Hydrolytic Cleavage of α-Nitroepoxides. Simple One-Pot Synthesis of α-Hydroxyketones

1992 ◽  
Vol 22 (11) ◽  
pp. 1523-1528 ◽  
Author(s):  
Rupak Chakraborty ◽  
Asish R. Das ◽  
Brindaban C. Ranu
Keyword(s):  
Ion Exchange ◽  
Exchange Resin ◽  
Ion Exchange Resin ◽  
Hydrolytic Cleavage ◽  
One Pot ◽  
One Pot Synthesis

The effect of pressure on the rates of some substitution reactions of alkyl halides

1975 ◽  
Vol 28 (4) ◽  
pp. 693 ◽  
Author(s):  
SD Hamann
Keyword(s):  
Hydrostatic Pressure ◽  
Silver Nitrate ◽  
Aqueous Ethanol ◽  
Ion Pairs ◽  
Alkyl Halides ◽  
Halide Ions ◽  
Substitution Reactions ◽  
Effect Of Pressure ◽  
Mercuric Nitrate

Measurements have been made of the influence of hydrostatic pressure on the rates of three kinds of bimolecular substitution reactions of alkyl halides in solution. They are reactions with (a) halide ions in acetone solution (Finkelstein reactions), (b) silver nitrate in aqueous ethanol and (c) mercuric nitrate in aqueous dioxan. ��� The Finkelstein reactions were unsymmetrical with respect to the halogen atoms, for instance I- + PrCl → PrI+Cl-. They were all accelerated by an increase of pressure, in contrast to the sym- metrical exchange I*- + PrI → PrI* + I-, which is known to be retarded by an increase of pressure. This fact supports Gonikberg's view of the role of partial desolvation in the symmetrical reactions. Reactions involving LiCl as the source of halide ions were accelerated much more than those involving KI, simply because an increase of pressure enhances the dissociation of unreactive LiCl ion pairs. ��� Reactions of the types (6) and (c) were also accelerated by an increase of pressure, a fact which argues against a suggestion that the attacking species might be ion pairs.

Role of metal ion incorporation in ion exchange resin on the selectivity of fluoride

2009 ◽  
Vol 162 (2-3) ◽  
pp. 920-930 ◽  
Author(s):  
Natrayasamy Viswanathan ◽  
S. Meenakshi
Keyword(s):  
Ion Exchange ◽  
Metal Ion ◽  
Exchange Resin ◽  
Ion Exchange Resin ◽  
Ion Incorporation

Identification of Possible High Integrity Containers for Low-Level Nuclear Waste Disposal

1981 ◽  
Vol 6 ◽  
Author(s):  
Jeffrey D. Williams
Keyword(s):  
South Carolina ◽  
Structural Integrity ◽  
Exchange Resin ◽  
Ion Exchange Resin ◽  
Economic Factors ◽  
Burial Site ◽  
Low Level ◽  
High Integrity ◽  
Low Level Radioactive Waste ◽  
Selection Of

ABSTRACTIncreased concern by the State of South Carolina over the condition and capacity of the low-level radioactive waste burial site at Barnwell has prompted them to promulgate new regulations on waste burial containers. As of September 30, 1981, ion exchange resin and filter media waste with an activity of 1 μCi/cc or greater and with isotopes with halflives greater than five years disposed at Barnwell shall be solidified or confined in a “high integrity container”. The materials and designs of these containers are required to provide waste isolation from the environment for a period of 300 years and provide the structural integrity specified in 49 CFR 173.398(b). HITTMAN has been active in the design and development of containers suitable for this purpose with this paper detailing the analyses involved. Material selections were limited to stainless steel, fiberglass, and polyethylenes. Structural concerns focused on overpressure requirements, drop-testing requirements, and lifting capabilities. With a lifetime dose of up to 108 rads, the possibilities of radiation damage were considered. Preliminary selection of polyethylene was based on satisfactory resolution of these issues and economic factors.

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