Preparation and Diels-Alder reaction of a reactive, electron-deficient heterocyclic azadiene: dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate. 1,2-Diazine (dimethyl 4-phenyl-1,2-diazine-3,6-dicarboxylate) and pyrrole (dimethyl 3-phenylpyrrole-2,5-dicarboxylate) introduction

CAS index name: 1,2,4,5-Tetrazine-3,6-dicarboxylic acid, dimethyl ester; 3,6-Pyridazinedicarboxylic acid, 4-phenyl-, dimethyl ester; 1H-Pyrrole-2,5-dicarboxylic acid, 3-phenyl-, dimethyl ester

Organic Syntheses

Reaction scheme of Preparation and Diels-Alder reaction of a reactive, electron-deficient heterocyclic azadiene: dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate. 1,2-Diazine (dimethyl 4-phenyl-1,2-diazine-3,6-dicarboxylate) and pyrrole (dimethyl 3-phenylpyrrole-2,5-dicarboxylate) introduction from Organic Syntheses
Scheme as published in Org. Synth. Coll. Vol. 9, p. 335; Vol. 70, p. 79.

A checked procedure from Organic Syntheses, the journal whose preparations are repeated in a second laboratory before publication. The full experimental, with amounts, hazards and characterisation data, is on orgsyn.org.

Reagents

The compound this preparation makes is not in the catalogue, so no reagents or figures are listed here.

Named reactions in this procedure

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