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【结 构 式】

【分子编号】33470

【品名】ethyl 10H-phenothiazin-2-ylcarbamate; Phenothiazine-2-ethylcarbamate

【CA登记号】37711-29-8

【 分 子 式 】C15H14N2O2S

【 分 子 量 】286.35444

【元素组成】C 62.92% H 4.93% N 9.78% O 11.17% S 11.2%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(III)

The reaction of 3-aminodiphenylamine (I) with ethyl chloroformate (A) gives ethyl 3-anilinocarbanilate (II), which is cyclized by heating with S and I2 to yield ethyl phenothiazine-2-carbamate (III). The condensation of (III) with 3-chloropropionyl chloride (B) in refluxing toluene affords ethyl 10-(3-chloropropionyl)phenothiazine-2-carbamate (IV), which is finally condensed with refluxing morpholine (C).

1 Gritsenko, A.N.; et al.; Synthesis of ethmosine [hydrochloride of the ethyl ester of 10-(beta-morpholylpropionyl)phenothiazine-2-carbamic acid], a new antiarrhytmic preparation. Khim Farm Zh 1972, 6, 9, 17-19.
2 Gritsenko, A.N.; et al.; Antiarhythmic pharmaceutical preparation containing ethyl 10-(beta-morpholylpropionyl) phenthiazine-2-carbamate hydrochloride. DE 2014201; US 3864487 .
3 Gritsenko, A.N.; et al.; Ethyl 10-(beta-N-morpholinylpropionyl)phenthiazine-2-carbamate and the hydrochloride thereof and a method for preparing the same. GB 1269969 .
4 Gritsenko, A.N.; et al.; Ethyl 10-(beta-morpholinylpropionyl)phenthiazine-2-carbamate hydrochloride. US 3740395 .
5 Castaner, J.; Roberts, P.J.; Moracizine. Drugs Fut 1978, 3, 2, 122.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(A) 11229 1-[(Chlorocarbonyl)oxy]ethane;ethyl carbonochloridate; Carbonchloridic acid ethyl ester;Ethyl chloroformate;Ethyl chlorocarbonate 541-41-3 C3H5ClO2 详情 详情
(B) 18936 3-chloropropanoyl chloride 625-36-5 C3H4Cl2O 详情 详情
(I) 33468 N(1)-phenyl-1,3-benzenediamine; N-(3-aminophenyl)-N-phenylamine C12H12N2 详情 详情
(II) 33469 ethyl 3-anilinophenylcarbamate; Diphenylamino-3-carbaminoethyl ester 86517-37-6 C15H16N2O2 详情 详情
(III) 33470 ethyl 10H-phenothiazin-2-ylcarbamate; Phenothiazine-2-ethylcarbamate 37711-29-8 C15H14N2O2S 详情 详情
(IV) 11351 ethyl N-[10-(3-chloropropanoyl)-10H-phenothiazin-2-yl]carbamate C18H17ClN2O3S 详情 详情
(C) 10388 Morpholine 110-91-8 C4H9NO 详情 详情
Extended Information