o- and p-Toluenazoglyoxalines / by Frank Lee Pyman and Leonard Allan Ravald.

  • Pyman, Frank Lee.
Date:
[1920?]
Catalogue details

Licence: In copyright

Credit: o- and p-Toluenazoglyoxalines / by Frank Lee Pyman and Leonard Allan Ravald. Source: Wellcome Collection.

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    yutoluenediazonium chloride on p-cresol (Noelting and Kohn, Ber., 1884, 17, 354). The hydrochloric acid extract was basified with sodium carbonate, and deposited 15*2 grams of the mixed toluene- azoglyoxalines melting at 220°, that is, 86 per cent, of the theoretical yield. On recrystallisation from alcohol, 11‘6 grams of 2-^-tolueneazoglyoxaline were obtained in a pure state, and small crops of impure material. From the final filtrate, 4-^-tolueneazoglyoxaline was isolated in the form of its hydro¬ chloride. 2-p-Tolueneazoglyoxaline crystallises from alcohol in yellow leaflets, which melt at 235° (corr.). It is soluble in boiling alcohol to the extent of rather less than 5 per cent. (Found: C = 64T, 64*4; H = 5‘6, 5-6; N-30T. C10H10N4 requires C = 64'5; H = 5*4; N = 30T per cent.). The hydrochloride was crystalline, but deliquescent. 4-p-Tolueneazoglyoxaline, prepared from the pure hydrochloride, crystallised from alcohol in yellow leaflets, which melted at 152° (corr.) (Found: C—63*9; H = 5’5; M —31-0. C10H10N4 requires C = 64-5 ; H = 5-4; N = 30T per cent.). The hydrochloride crystallises from dilute hydrochloric acid in fine, yellow needles forming a felted mass. The air-dried salt melts first at 76° (corr.), loses 2H20 at about 117°, and melts again after darkening at 185° (corr.). It is very readily soluble in water [Found (in air-dried salt): Cl = 13*8; H20 — 135. C10H10N4,HCl,2H2O requires Cl = 13’7; H20 —13*9 per cent.]. We desire to thank the Salters’ Institute of Industrial Chemistry for the grant of a fellowship, which has enabled one of us (L.A.R.) to take part in the investigation. Municipal, College of Technology, University of Manchester. [Received, October 16th, 1920.] PRINTED IN GREAT BRITAIN BY R. CI.AY AND SONS, I/ID., BRUNSWICK STREET, STAMFbRD STREET, S.E. I, AND BUNGAY, SUFFOLK.