Investigation in the Thiazole Field the Synthesis of An Analog of Cinchophen a

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Investigation in the Thiazole Field the Synthesis of An Analog of Cinchophen a
E M Emanuel Maurice Abrahamson
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Of 1 : 10 g. Hydrochloric acid. The mixture was cooled and stirred for an hour; then the brown precipitate was collected, washed with water, crystallized from aniline, and the aniline removed by dil. Hydrochloric acid. Red needles, melting at 196 (corr. ) were obtained. They were difficultly soluble in aniline or in nitrobenzene, and practically insoluble in most other organic solvents; yield, 5 g. , or 67%.
Analyses. Calc. For Ci9H 18 O 2 N 5 S: N, 18. 67. Found: 18. 70, 18. 75.
ATTEMPTED FURT
...HER COUPLING. Two and three-quarters g. Of -nitro-aniline was diazotized and allowed to act upon the amine as before. To this solution, an equal amount of diazotized -nitro-aniline was added, while the temperature was kept below 5 and the mixture was stirred vigorously for half an hour. The brown precipitate ob- tained by the first coupling remained unchanged. The mixture was then filtered and the filtrate divided into two parts. The precipitate was washed thoroughly with water and crystallized from aniline, when it melted at 194-195 (corr.

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