Summary
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1.
From 3,4-bischloromethyl-2,4-dimethylthiophene, by the action of suitable reagents, the following were prepared: 2,5-dimethyl-3,4-thiophenedimethanol diacetate (II), 2,5-dimethyl-3-4-thiophenedimethanol (III), 2,5-dimethyl-3,4-thiophenediacetonitrile (IV), 3,4-bisethoxymethyl-2,5-dimethylthiophene (V), and 2,5-dimethyl-3,4-thiophenediacetic acid (VI).
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2.
Hydrolysis of the hexamine salt formed by 3,4-bischloromethyl-2,5-dimethylthiophene with hexamethylenetetramine gave not the symmetrical diamine, but N, 2,5-trimethyl-3,4-thiophenebismethylamine.
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3.
An intermediate product formed in the course of the formation of the diamine has the composition C11H16N2OS, and its structure is probably
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Kondakova, M.S., Gol'dfarb, I.L. Synthesis of bifunctional compounds from 2, 5-dimethylthiophene. Russ Chem Bull 7, 570–578 (1958). https://doi.org/10.1007/BF01151328
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DOI: https://doi.org/10.1007/BF01151328