A concise synthesis of pyrimidinophanes from 6-aryl-5-cyano-2-thiouracil

Upadhyay, D.N. ; Agarwal, Nidhi ; Goel, Atul ; Ram, Vishnu Ji (2003) A concise synthesis of pyrimidinophanes from 6-aryl-5-cyano-2-thiouracil Journal of Chemical Research, 2003 (6). pp. 380-382. ISSN 1747-5198

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Official URL: http://doi.org/10.3184/030823403103174227

Related URL: http://dx.doi.org/10.3184/030823403103174227


A convenient synthesis of 2,3- and 2,4-pyrimidinophanes (3,5,6) has been described from 6-aryl-5-cyano-2-thiouracils (1a–c). A reaction of 2-thiouracil with dibromomethane produced 2a–c, which on further interaction with dihaloalkane under basic condition produced 2,3-pyrimidinophanes (3a,b). Halogenation of 2a,c with POCl3 led to yield respective chloropyrimidines (4a,b), which on further reaction with diaminoalkane and 1,4-phenylenediamine separately yielded 2,4-pyrimidinophanes (5a–d and 6a,b).

Item Type:Article
Source:Copyright of this article belongs to SAGE Publications.
Keywords:Pyrimidinophane; Thiouracil; Chloropyrimidine.
ID Code:117903
Deposited On:06 May 2021 07:14
Last Modified:06 May 2021 07:14

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