(2-methylphenyl)[6-(methylsulfanyl)-2,3-dihydro-1H-inden-5-yl]methanone -Drug Synthesis Database

【结构式】

【分子编号】50710

【品名】(2-methylphenyl)[6-(methylsulfanyl)-2,3-dihydro-1H-inden-5-yl]methanone

【CA登记号】

【分子式】C₁₈H₁₈OS

【分子量】282.40632

【元素组成】C 76.56% H 6.42% O 5.67% S 11.35%

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 required benzothiophenecarboxylic acid precursor (IV) was prepared by Friedel-Crafts acylation of 5-(methylthio)indan (I) with 2-methylbenzoyl chloride (II) followed by condensation of the resulting mercapto ketone (III) with hot chloroacetic acid. Curtius rearrangement of carboxylic acid (IV) using diphenylphosphoryl azide produced isocyanate (V), which was subsequently condensed with 2,6-diethylaniline (VI) to yield the title urea.

参考文献中间体

合成目标

【1】 Nagamine, M.; Yamamoto, K.; Matsui, Y.; Horiuchi, K.; Yoshida, M. (Nihon Nohyaku Co., Ltd.); N-Heteroaryl-N'-phenylurea derivs., their production and use. CA 2116286; EP 0613894; JP 1994340647; US 5464863 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	50709	2,3-dihydro-1H-inden-5-yl methyl sulfide; 5-(methylsulfanyl)indane		C₁₀H₁₂S	详情	详情
(II)	14770	2-methylbenzoyl chloride; o-Toluoyl chloride	933-88-0	C₈H₇ClO	详情	详情
(III)	50710	(2-methylphenyl)[6-(methylsulfanyl)-2,3-dihydro-1H-inden-5-yl]methanone		C₁₈H₁₈OS	详情	详情
(IV)	50711	3-(2-methylphenyl)-6,7-dihydro-5H-indeno[5,6-b]thiophene-2-carboxylic acid		C₁₉H₁₆O₂S	详情	详情
(V)	50712	3-(2-methylphenyl)-6,7-dihydro-5H-indeno[5,6-b]thiophen-2-yl isocyanate; 2-isocyanato-3-(2-methylphenyl)-6,7-dihydro-5H-indeno[5,6-b]thiophene		C₁₉H₁₅NOS	详情	详情
(VI)	35058	2,6-diethylphenylamine; 2,6-diethylaniline	579-66-8	C₁₀H₁₅N	详情	详情

Extended Information