1909
DOI: 10.1039/ct9099502113
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CCXXVII.—Syntheses in the epinephrine series

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Cited by 11 publications
(12 citation statements)
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“…with an aqueous suspension of calcium carbonate (330). The same reaction has been effected in the case of p-methoxystyrene dibromide (758) and 2,3,5-tribromo-4-hydroxystyrene dibromide (816). While no bromohydrin was obtained in attempts to hydrolyze 3-methoxy-4acetoxystyrene dibromide (619), the hydrolysis of 3,4-dimethoxystyrene dibromide (54) by means of aqueous acetone proceeded in nearly quantitative yield (474).…”
Section: Rch=ch2 + Br2 -> Rchbrch2brmentioning
confidence: 69%
“…with an aqueous suspension of calcium carbonate (330). The same reaction has been effected in the case of p-methoxystyrene dibromide (758) and 2,3,5-tribromo-4-hydroxystyrene dibromide (816). While no bromohydrin was obtained in attempts to hydrolyze 3-methoxy-4acetoxystyrene dibromide (619), the hydrolysis of 3,4-dimethoxystyrene dibromide (54) by means of aqueous acetone proceeded in nearly quantitative yield (474).…”
Section: Rch=ch2 + Br2 -> Rchbrch2brmentioning
confidence: 69%
“…176-1780, alone or mixed with the benzoate derived from our hydrochloride. There can thus be no doubt that the amine derived from mycelianamide is cw-amino-p-hydroxyacetophenone, but, in our opinion, the description of this compound given by Tutin et al (1909) requires amendment in one or two particulars. We have prepared the free amine from their specimen of the hydrochloride, and also from our own, and find that it does not melt at 190-1930 as stated, but rather begins to darken at 1900 and progressively darkens and softens from 200 to 3000, with production of a sublimate of yellow needles which do not melt at 3100.…”
Section: Oxidation Of Mycelianamide By Ozonementioning
confidence: 99%
“…w-Amino-p-hydroxyacetophenone (1) was first made synthetically by Tutin, Caton & Hann (1909) FeCl2 and an intense yellow colour with bleaching powder solution; it melted at 246-253°alone or mixed with our hydrochloride, and readily yielded a benzoate of m.p. 176-1780, alone or mixed with the benzoate derived from our hydrochloride.…”
Section: Oxidation Of Mycelianamide By Ozonementioning
confidence: 99%
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“…of hydrochloride subcutaneous to rats (119) 1 mg./kg. gave rise equal to that of C6H6CH2CH2NH2; effect persisted longer (119) C6H6CHOHCH(NH2)CH, [75][76][77][78][79][80][81][82][83][84][85][86][87][88][89][90] mg./kg. of hydrochloride intravenous to rabbits (119) Equals ephedrine (119) l/70th as active as di-epinephrine (32) HO<( />CHOHCH2NHCH" 50 mg./kg.…”
Section: The Effect Of Hydroxyl In the Side Chainmentioning
confidence: 99%