ChemInform Abstract: Reaction of N‐Acyl, N‐Ethoxycarbonyl and N‐Phenylaminothiocarbonyl Imidates with 2‐Cyanomethyl‐1H‐benzimidazole. Novel Access to Pyrimido[1,6‐a]benzimidazoles.

Harizi, Abdallah; Hajjem, B.; Baccar, B.

doi:10.1002/chin.199839175

Search citation statements

Order By: Relevance

Paper Sections

Select...

Synthesis Of N-thioamido Imidates1

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2008

Publication Types

Select...

Article1

Relationship

Self Cite0

Independent1

Authors

Journals

Cited by 1 publication

(1 citation statement)

References 0 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The resulting oil was washed twice with 5 mL of petroleum ether and allowed to stay at room temperature for 3-4 days to crystallize giving the amidines 2. The solid was purified by recrystallization in absolute ethanol (27)(28)(29)(30). …”

Section: Synthesis Of N-thioamido Imidatesmentioning

confidence: 99%

Reactivity of N-thioamido amidines with halogenated alkyl derivatives: synthesis of 4,5-disubstituted 2-alkylaminothiazoles

Khilifi

Raouafi

Tapsoba

et al. 2008

Journal of Sulfur Chemistry

View full text Add to dashboard Cite

2-Bromoacetate ethyl ester 4, 2-chloroacetonitrile 5, 2-bromo-1-(4-nitrophenyl)ethanone 6, and 2-chloroacetone 7 react with N -thioamido amidines 3 to yield the corresponding 4,5-disubstituted 2-alkylamino thiazoles 8, 9, 10, and 11 after the release of an amine molecule. The reaction of the amidines 3 with benzyl bromide 12, 4-chlorobutyronitrile 13, 3-bromopropionate ethyl ester 14, 3-chloropropionate ethyl ester 15, and 4-nitrobenzyl chloride 16 does not lead to the cyclic derivatives but gives opened-ring intermediates 17, 18, 19, 20, and 21. The cyclization mechanism is discussed on the basis of the study of the opened-ring intermediates which have been isolated in some cases and the AM1 and PM3 semi-empirical energetic calculations.

show abstract

Section: Synthesis Of N-thioamido Imidatesmentioning

confidence: 99%