3-BROMOMETAMECONINE

3-BROMOMETAMECONINE

3-Bromo-m-meconine was prepared in three ways: (a) by direct brominalion of metameconine, (b) from 5-bromoveratric acid and formaldehyde, and (c) from 6-amino-m-meconine by a method which amounted to an independent derivation of the structures of 6-amino-m-meconine and its products of transformation...

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Veröffentlicht in:Canadian journal of chemistry 1951-07, Vol.29 (6), p.526-535
Hauptverfasser: Manske, R. H, McRae, J. A, Moir, R. Y
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Sprache:eng
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Noscapine - analogs & derivatives
Old Medline
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container_issue 6
container_start_page 526
container_title Canadian journal of chemistry
container_volume 29
creator Manske, R. H
McRae, J. A
Moir, R. Y
description 3-Bromo-m-meconine was prepared in three ways: (a) by direct brominalion of metameconine, (b) from 5-bromoveratric acid and formaldehyde, and (c) from 6-amino-m-meconine by a method which amounted to an independent derivation of the structures of 6-amino-m-meconine and its products of transformation. The structures obtained agreed with those previously reported by us. Carefully purified 6-bromo-m-meconine was found to melt at 207°C. in agreement with our previous work, rather than at 223°C. as reported by Rây and Robinson. During the investigation, a convenient synthesis of metaopianic acid was discovered, and the following new compounds were characterized: 6-acetamino-m-meconine, 6-diacetylamino-m-meconine, 6-acetamino-3-bromo-m-meconine, 6-amino-3-bromo-m-meconine, 2-iodoveratric acid, and 5-iodoveratric acid.
doi_str_mv 10.1139/v51-061
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subjects Noscapine - analogs & derivatives
Old Medline
title 3-BROMOMETAMECONINE
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