4- Propoxybenzoic acid

CN 4-amino-2-propoxybenzoic acid 2-(diethylamino)ethyI ester monohydrochloride... 

RN 499-67-2 MF C,fiH26N203 MW 294.40 EINECS 207-884-9 CN 3-aminO 4-propoxybenzoic acid 2-(diethyIamino)ethyl ester... 

Chemical Name 3-Amino-4-propoxybenzoic acid 2-(diethylamino)ethyl ester... 

A colorless solution is obtained from which the tin is removed by precipitation with hydrogen sulfide. On addition of sodium carbonate solution, 3-Amino-4-propoxybenzoic acid 2-(diethylamino)ethyl ester separates as an oil. When treated with one equivalent of hydrochloric acid it forms a hydrochloride, which is readily soluble in water and crystallizes from a mixture of absolute alcohol and ethyl acetate in white prisms MP 182.0-183.3°C. 

Propoxybenzoic acid is obtained by the interaction of / -hydroxy benzoic acid and -propyl chloride in an alkaline medium, whieh on nitration yields the corresponding 3-nitro analogue. Subsequent treatment with thionyl ehloride yields an aeid ehloride whieh is then eoupled with 2-(diethylamino) ethanol yields the proxymetacaine base. This on reaction with an equimolar quantity of HCl gives the official compoimd. 

Experiments were done on the first two members of the p-n-alkoxybenzoic acid series to verify this prediction. These two compounds, methoxy- and ethoxybenzoic acids, do not form liquid crystals at atmospheric pressure, whereas propoxybenzoic acid and the higher homologues show at least one liquid crystalline phase. As the pressure is raised, both compounds exhibit mesophases, initially a nematic phase and... 

Diethyl ethylthioethyl phosphorothioate, 512 Diethyl isopropylmethylpyrimidinyl phosphorothioate, 528 Diethyl nitrophenyl phosphorothioate, 853 Diethyl oxide, 595 Diethyl phthalate, 538 Diethylamide nicotinic acid, 813 Diethylamine, 567 Diethylaminoacetoxylidide, 705 Diethylaminoethanol, 452, 805, 925 Diethylaminoethoxydimethylaminobenzothiazole, 525 Diethylaminoethoxyethyl ethylphenylbutyrate, 837 Diethylaminoethoxyethyl phenylcyclopentanecarboxylate, 431 Diethylaminoethyl aminobenzoate, 925 Diethylaminoethyl aminobutoxybenzoate, 840 Diethylaminoethyl aminochlorobenzoate, 451 Diethylaminoethyl 3-amino-4-propoxybenzoate, 943 Diethylaminoethyl 4-amino-2- propoxybenzoate, 936 Diethylaminoethyl benzilate, 375 Diethylaminoethyl bicyclohexylcarboxylate, 535 Diethylaminoethyl diphenylacetate, 320... 

Diethylamino) ethyl 3-amino-4-propoxybenzoate monohydrochloride Benzoie acid, 3-amino-4-propoxy-, 2-(diethylamino)-ethyl ester, monohydroehloride ... 

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