Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,320 (Yen only)
Period: This Article can be accessed for 7 days.

Paper | Regular issue | Vol 75, No. 1, 2008, pp.145-156
Published online, 12th October, 2007
DOI: 10.3987/COM-07-11196
Studies with Functionally Substituted Enamines: Synthesis of 2-Aroyl-3-dimethylamino-2-propenenitrile and Their Reactivity toward Nitrogen Nucleophiles

Fawzia Al-Qalaf, Mervat Mohammed Abdelkhalik,* Amal Al-Enezi, and Johara Rashed Al-Ajimi

*Applied Science Department, College of Technological Studies, Public Authority for Applied Education and Training, Shuwaikh 70654, Kuwait

Abstract

A facile and efficient synthesis of 2-substituted 3-dimethylamino-2-propenenitrile 4a-c is described. Reaction of 4a-c with hydrazine hydrate afforded 3-substituted-1H-4-pyrazole carbonitrile 9a-c. Compounds 4a-c reacted with 5-methyl-1H-pyrazol-3-amine to give 7-substituted pyrazolo[1,5-a]pyrimidine-6-carbonitrile 12a-c and 2-substituted 5-aminopyrazolo[1,5-a]pyrimidine 16a,b, and with 1H-benzo[d]imidazol-2-amine to give 3-substituted 2-aminobenzo[4,5]imidazo[1,2-a]pyrimidine 19a,b and 4-substituted benzo[4,5]imidazo[1,2-a]pyrimidine 3-carbonitrile 21c. The structures of compounds obtained were deduced based on 1HNMR, HMBC-15N and NOE difference experiments.