Proceedings of the National Academy of Sciences of the United States of America
Proceedings of the National Academy of Sciences of the United States of America
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Inst. Min. Eng. No. 119, p. 1987, Nov. 1916.
Digitized by Google CHEMISTRY: JOHNSON AND TICKNOR 303 A NEW METHOD OF TRANSFORMING ESTERS OF a-AMINOACIDS INTO THEIR CORRESPONDING ISOTHIOCYANATES By Treat B. Johnson and Arthur A. Ticknor SHEFFIELD SCIENTinC SCHOOL. YALE UNIVERSITY Communicated by L. B. Mendel February 28. 1917 In a previous paper from this laboratory/ the writer called attention to the chemistry of polyketide mustard oils of the type CjHsOOC.CHR.
NCS, and indicated the need of a p...ractical method for preparing such combinations in quantity for synthetical work. This problem was im- dertaken by us and a method of synthesis was developed whereby iso- thiocyanates of the above type can be prepared directly from esters of a-aminoacids by subjecting the latter to the action of thiophosgene in dry toluene solution. For example, ethyl aminoacetate, in the from of its hydrochloric acid salt, interacts smoothly with thiophosgene in boil- ing toluene giving an exceUent yield of the corresponding mustard oil — ethyl isothiocyanacetate.
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To quickly assess the difficulty of the text, read a short excerpt:
Inst. Min. Eng. No. 119, p. 1987, Nov. 1916.
Digitized by Google CHEMISTRY: JOHNSON AND TICKNOR 303 A NEW METHOD OF TRANSFORMING ESTERS OF a-AMINOACIDS INTO THEIR CORRESPONDING ISOTHIOCYANATES By Treat B. Johnson and Arthur A. Ticknor SHEFFIELD SCIENTinC SCHOOL. YALE UNIVERSITY Communicated by L. B. Mendel February 28. 1917 In a previous paper from this laboratory/ the writer called attention to the chemistry of polyketide mustard oils of the type CjHsOOC.CHR.
NCS, and indicated the need of a p...ractical method for preparing such combinations in quantity for synthetical work. This problem was im- dertaken by us and a method of synthesis was developed whereby iso- thiocyanates of the above type can be prepared directly from esters of a-aminoacids by subjecting the latter to the action of thiophosgene in dry toluene solution. For example, ethyl aminoacetate, in the from of its hydrochloric acid salt, interacts smoothly with thiophosgene in boil- ing toluene giving an exceUent yield of the corresponding mustard oil — ethyl isothiocyanacetate.
What to read after Proceedings of the National Academy of Sciences of the United States of America?
You can find similar books in the "Read Also" column, or choose other free books by Jstor (Organization) to read onlineMoreLess
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