P-Phenetidine hydrochloride

Dissolve 14 g. of p-phenetidine (2) in 240 ml. of water to which 20 ml. of 5N hydrochloric acid (or 9 ml. of the concentrated acid) have been added stir the solution with about 5 g. of decolourising carbon for 5 minutes, warm, and filter the solution with suction. Transfer the cold filtered solution of p-phenetidine hydrochloride to a 700 ml. conical flask, add 13 g. (12 ml.) of acetic anhydride and swirl the contents to dissolve the anhydride. Immediately add a solution of 16 g. of crystallised sodium acetate in 50 ml. of water and stir (or swirl) the contents of the flask vigorously. Cool the reaction mixture in an ice bath, filter with suction and wash with cold water. RecrystaUise from hot water (with the addition of a little decolourising carbon, if necessary), filter and dry. The yield of pure phenacetin, m.p. 137°, is 12 g. 

Phenanthrenequinone, 34, 76 sodium bisulfite adduct, 34, 77 p-Phenetidine hydrochloride, 31, 11 Phenol, 34, 44... 

P-Phenetidine hydrochloride, 31, 11 N-Phenylacetimidochloride, 31, 51 Phenylacetonitrile, 30, 44 Phenylacetylene, 30, 72 7-Phenylallylsuccinic acid, 31, 85 7-Phen ylallylsucci nic anhydride, 31, 86 Phenylazide, 31, 16 lrans-1 -Phenyl-1,3-butadiene, 30, 75 a-PHENYL-a-CARBETHOXYGLUTARO-nitrile, 30, 80, 82 Phenyldichlorophosphine, 31, 88 o-Phenylenediamine, 30, 56, 86 Qf-Phenylglutaric acid, 30, 82 a-PHENYLGLUTARIC ANHYDRIDE, 30, 81 Phenyl glycidyl ether, 31, 3 Phenylhydrazine, 30, 90 Phenylisocyanate, 31, 69 Phenylmagnesium bromide, 30, 97 31, 86... 

To a 1 liter flask equipped with a condenser and mechanical stirrer is added a mixture of 87.0 gm (0.50 mole) of p-phenetidine hydrochloride and 120.0 gm (2.0 moles) of urea. To the stirred mixture is added a solution prepared from 200 ml of water, 4.0 ml of concentrated hydrochloric acid, and 4.0 ml of glacial acetic acid. The solution is heated by means of an oil bath and refluxed for 1 hr while the product is precipitating. At the end of the reaction period the entire contents appear to have solidified. The reaction is cooled, the solid is broken up, suspended in water, filtered, and dried to obtain 740-810 gm (82-90%) of a pale-yellow crude solid, p-ethoxyphenylurea [2-4]. Recrystallization from boiling water gives an 80 /o recovery of material, m.p. 173°-174°C. The by-product is j> /M-di(p-ethoxyphenyl)urea [(p-C2tijOC6H4NH)2-CO] which is in-... 

Phenocoll hydrochloride (4-ethoxyaniline, p-phenetidine HCI) pK 5.20. Crystd from water. Sublimes in vacuo. 

Few oxidative procedures exist for the preparation of ureas. The reaction of phenetidine hydrochloride with a mixture of sodium cyanide and hydrogen peroxide has been reported to give p-ethoxyphenylurea [77-78] (Eq. 54). 

Phenocoll hydrochloride (4-ethoxyaniline, p-phenetidine HCI) [536-10-6] M 230.7, m 234 , pK 5.20. Crystallise the salt from water then subhme it in vacuo. [Beilstein 13 IV 1017.]... 

Benzenamine, N,N-dimethyl-4-nitroso-. See N,N-Dimethyl-p-nitrosoaniline Benzenamine, 2-ethoxy-. See o-Phenetidine Benzenamine, 4-ethoxy-. See p-Phenetidine Benzenamine, hydrochloride. See Aniline hydrochloride... 

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