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Regioselective synthesis of 4 '-amino-1 ' H-spiro[cyclohexane-1,2 '-(pyrimido [1,2-albenzimidazole)]-3 '-carbonitrile in aqueous medium

Regioselective synthesis of 4 '-amino-1 ' H-spiro[cyclohexane-1,2 '-(pyrimido [1,2-albenzimidazole)]-3 '-carbonitrile in aqueous medium
Regioselective synthesis of 4 '-amino-1 ' H-spiro[cyclohexane-1,2 '-(pyrimido [1,2-albenzimidazole)]-3 '-carbonitrile in aqueous medium
A simple, mild and environment-friendly procedure for synthesis of 4'-amino-1'H-spiro[cyclohexane-1,2'-(pyrimido[1,2-a]benzimidazole)]-3'-carbonitrile is developed using microwave irradiation in water. The product is obtained in short time, in excellent yield, and in a good state of purity. The reaction pathway and the influence of reaction conditions on regiochemistry are also investigated. The regioselectivity in this process is confirmed chemically and by single-crystal X-ray molecular structure determination.
fused pyrimidines, aqueous media, benzimidazoles, 2-aminobenzimidazole derivatives, biological importance, crystal-structure, synthesis, green chemical-synthesis, microwave irradiation, heterocyclic, part 5, combinatorial library, efficient, one-pot synthesis
0308-2342
155-159
Dandia, A.
95715e0b-d86d-4a0f-93b3-cbacf8dccedb
Sarawgi, P.
76c914a2-4563-4900-bb34-6dbd5e04f703
Bingham, A.L.
8349446d-f3ab-4a2c-9b7b-88b01a9f59c0
Drake, J.E.
cf5a2c45-a2cb-4361-8b31-f2295e2050b7
Hursthouse, M.B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Light, M.E.
cf57314e-6856-491b-a8d2-2dffc452e161
Ratnani, R.
5c33e340-5b43-4fae-b43d-c37ae26100ff
Dandia, A.
95715e0b-d86d-4a0f-93b3-cbacf8dccedb
Sarawgi, P.
76c914a2-4563-4900-bb34-6dbd5e04f703
Bingham, A.L.
8349446d-f3ab-4a2c-9b7b-88b01a9f59c0
Drake, J.E.
cf5a2c45-a2cb-4361-8b31-f2295e2050b7
Hursthouse, M.B.
57a2ddf9-b1b3-4f38-bfe9-ef2f526388da
Light, M.E.
cf57314e-6856-491b-a8d2-2dffc452e161
Ratnani, R.
5c33e340-5b43-4fae-b43d-c37ae26100ff

Dandia, A., Sarawgi, P., Bingham, A.L., Drake, J.E., Hursthouse, M.B., Light, M.E. and Ratnani, R. (2007) Regioselective synthesis of 4 '-amino-1 ' H-spiro[cyclohexane-1,2 '-(pyrimido [1,2-albenzimidazole)]-3 '-carbonitrile in aqueous medium. Journal of Chemical Research, S (3), 155-159. (doi:10.3184/030823407X198582).

Record type: Article

Abstract

A simple, mild and environment-friendly procedure for synthesis of 4'-amino-1'H-spiro[cyclohexane-1,2'-(pyrimido[1,2-a]benzimidazole)]-3'-carbonitrile is developed using microwave irradiation in water. The product is obtained in short time, in excellent yield, and in a good state of purity. The reaction pathway and the influence of reaction conditions on regiochemistry are also investigated. The regioselectivity in this process is confirmed chemically and by single-crystal X-ray molecular structure determination.

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More information

Published date: 2007
Keywords: fused pyrimidines, aqueous media, benzimidazoles, 2-aminobenzimidazole derivatives, biological importance, crystal-structure, synthesis, green chemical-synthesis, microwave irradiation, heterocyclic, part 5, combinatorial library, efficient, one-pot synthesis

Identifiers

Local EPrints ID: 54277
URI: http://eprints.soton.ac.uk/id/eprint/54277
ISSN: 0308-2342
PURE UUID: bacc903a-8a5e-4002-8181-88274c48b084
ORCID for M.E. Light: ORCID iD orcid.org/0000-0002-0585-0843

Catalogue record

Date deposited: 31 Jul 2008
Last modified: 16 Mar 2024 03:04

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Contributors

Author: A. Dandia
Author: P. Sarawgi
Author: A.L. Bingham
Author: J.E. Drake
Author: M.B. Hursthouse
Author: M.E. Light ORCID iD
Author: R. Ratnani

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