NOTES. 2745 N O T E S . Sulphonation of 4-Chlorophenol. By JOHN MILDRED GAUNTLETT and SAMUEL SNILES. THE structure of the acid obtained by sulphonating 4-chlorophenol was determined in the following manner. 4-hinoanisole-2-sulphonic acid (Bauer Ber. 1909 42 2110) was converted into 4-chloroanisole-2-sulphonic acid. The chloride of this acid was identical with that obtained by treating 4-chloroanisole with cold chlorosulphonic acid. The same sulphonic acid was obtained by methylating the product from the interaction of 4-chlorophenol with warm fuming sulphuric acid (207L SO,). sodium 4-chloraznisole-2-slphonate MeO=C,H,a*SO,Na separates from hot water in prisms containing 2H,O which are lost a t 120" (Found a 14.7; s 13-2; Na 9-4. C,H60,aSNa requires C1 14.5 ; S 13.1 ; Na 9.4:/,).4-Chloraznisole-2-sulphonyl chloride, MeO*C,H,CI*SO,CI melts a t 104" (Found Cl 29.3; S 13-8. 4 2746 NOTES. C,H503&S requires Cl 29.4; S 13-3%) and the corresponding am& at 154". 4-Chlorocsnisde-2-mlphinic acid MeO-C,H,Cl*SO,H, prepared from the chloride and aqueous sodium dphite has m. p. 116" (Found C 40-8 ; H 3.5. C,H,O,ClS requires C 40.7 ; H 304%). 4 - C h l o r ~ n i s o l e - 2 - m l p ~ n e ? MeO*C,H,Cl=SO&e, prepared from the sodium sulphinate and methyl sulphate separates from hot water in plates m. p. 94" (Found C 43-5; H 4.1. C8E&,03c1S requirw C 43-5; H 4.1%). 4-Chloro&nisoZe-2-di-sdphside (MeOaC6H,Cl),S2O, was obtained from the sdphink acid and dilute hydriodic acid m. p. 124-125" (Found C 44.0; H 3.3.CI4Hl2O4C& requires C 44.3; H 3.2%). 4-chEoro-ankok-2-mercapt MeO*C6H3~*SH obtained from the sulphonic chloride by reduction with tin and hydrochloric acid formed small plates from alcohol m. p. 42" which are volatile with steam (Found : C 48.4; H 4.0. C,H,OClS requires C 48.1 ; H 4.0y0). 4-cl'rcloro-anisole 2-disuZphide ( MeO-C6H3C1),S, formed colourless needles from alcohol m. p. 105" (Found C 48.3; H 3.4. C,,H1,0,Cl~S, requires C 48.4 ; H 3.4%).-Kma's COLLEGE LONDON. [Received, October 3rd 1925.1 2 - m - X ylidino- 5 - ethox y -4 5 -d i hydrot hiazole . By VISHVLV ATH ~ H N A NIMKAR and FRANK LEE PYMAN. MARCKWALD (Ber. 1892 25 2355) states that acetalyl-m-xylyl-thiocarbamide yields on treatment with strong sulphuric acid a base CI3GO2N2S m. p.94-95' giving a picrate, m. p. 143-144". Burtles Pyman andRoylance (this vol. p. 581) con-firmed the composition of the picrate for which they found the m. p. 142-143" (corr.) but did not obtain the base in a crystalline stake. They expressed the opinion that if Mmckwald's analyses were correct the base contained a molecule of water of crystallisation. After several months the base regenerated from the picrate isolated by Burtles Pyman and Roylance became crystalline and separated from alcohol in large prisms m. p. 102-103' (corn.) which were anhydrous (Found C 62.6 62.4; H 7.0 7.3; N 11.3. C1,Hl8ON2S requires C 62.4; H 7.2; N 1102%). The base has, therefore the expected composition Cl,Hl,0N2S and is doubtless 9-m-xylidino-5-ethoxy-4 5-dihydrothiazole. The picrate prepared from the pure base had m. p. 152-154" (corr.) (Found C 47.5; H 4.4. Calc. C 47.6 ; H 4.4%) and it thus appears that neither base nor picrate had been obtained previously in a pure state.-MUNICIPAL COLLEGE OF TECHNOLOGY UNIVERSITY OF MAN CHESTER. [Received September 30th 1925.1 c 13H1 ,ON@ ,c6E30 7N3