1983
DOI: 10.1021/jo00171a034
|View full text |Cite
|
Sign up to set email alerts
|

Chemistry of .beta.-triketones. 1. Structure of Schiff base intermediates of 2-acyl-1,3-indandiones

Abstract: Ar-allyl-3,3-dimethoxy-2-butylamine, 84393-18-0; 3methoxy-3-methyl-2-butanone, 36687-98-6; (2,4-dimethyl-l-penten-3-ylidene)isopropylamine, 87207-90-7. Supplementary Material Available: Physical and spectrometric data of -chloro and -bromo ketimines 1 and 2 (Table I); spectrometric properties of a-cyanoaziridines 3 (Table II); spectrometric data of 1-(JV-alkyl) aminocyclopropanecarbonitriles 4 (Table III); and 13C NMR data of l-(N-alkyl)aminocyclopropanecarbonitriles 4 (Table IV) (9 pages). Ordering inform… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
1
1

Citation Types

0
4
0

Year Published

1984
1984
2019
2019

Publication Types

Select...
4
2

Relationship

0
6

Authors

Journals

citations
Cited by 14 publications
(4 citation statements)
references
References 1 publication
(1 reference statement)
0
4
0
Order By: Relevance
“…2‐Acyl indane‐1,3‐diones ( 1 ) needed for the purpose were prepared by the Claisen condensation of RCOCH 3 and diethylphthlate under the influence of sodium methoxide according to the literature procedure [23]. Condensation of equimolar quantities of 2‐acylindane‐1,3‐dione ( 1 ) with thiosemicarbazide in boiling absolute ethanol yielded the corresponding thiosemicarbazones [24] in excellent yields, which on treatment with different 4‐substituted phenacyl bromides afforded the corresponding key hydrazones ( 4 ) [25] in high yields. The hydrazones on cyclization in boiling absolute alcohol in presence of glacial acetic acid furnished pyrazoles ( 5 ) in good yields.…”
Section: Resultsmentioning
confidence: 99%
See 1 more Smart Citation
“…2‐Acyl indane‐1,3‐diones ( 1 ) needed for the purpose were prepared by the Claisen condensation of RCOCH 3 and diethylphthlate under the influence of sodium methoxide according to the literature procedure [23]. Condensation of equimolar quantities of 2‐acylindane‐1,3‐dione ( 1 ) with thiosemicarbazide in boiling absolute ethanol yielded the corresponding thiosemicarbazones [24] in excellent yields, which on treatment with different 4‐substituted phenacyl bromides afforded the corresponding key hydrazones ( 4 ) [25] in high yields. The hydrazones on cyclization in boiling absolute alcohol in presence of glacial acetic acid furnished pyrazoles ( 5 ) in good yields.…”
Section: Resultsmentioning
confidence: 99%
“…The thiosemicarbazones 2 were prepared by condensation of equimolar quantities of 2‐acyl indane‐1,3‐dione ( 1 ) and thiosemicabazide in absolute alcohol as per literature procedure [24].…”
Section: Methodsmentioning
confidence: 99%
“…The required 2‐acyl‐(1 H )‐indene‐1,3(2 H )‐diones ( 1 ) were obtained by the Claisen condensation of diethylphthlate and appropriate aliphatic ketones in the presence of freshly prepared sodium methoxide following the procedure as detailed in literature . The hydrazinecarbothioamides ( 2 ) were prepared by reaction of 2‐acyl‐(1 H )‐indene‐1,3(2 H )‐diones ( 1 ) and thiosemicabazide in dry methanol under reflux conditions on a water bath .…”
Section: Methodsmentioning
confidence: 99%
“…Aliphatic and aromatic aldehydes condense with aliphatic and aromatic primary amines to form N-substituted imines. Reaction conditions vary widely; such as reactions catalysed by potassium or sodium hydroxide solution at low temperature [12,13], with azeotropic removal of water in a low-boiling solvent [12]. The dehydration reactions of aldehyde with amines were carried out in such solvents as ethers, THF, or benzene [14,15], and in the presence of acidic reagents [16,17].…”
Section: Investigation Of Water-soluble Diazotized Aldehyde For the Dmentioning
confidence: 99%