(Z)-3-({2-[3-(benzyloxy)phenyl]-2-oxoethyl}sulfanyl)-3-(4-chloroanilino)-2-propenenitrile -Drug Synthesis Database

【结构式】

【分子编号】53545

【品名】(Z)-3-({2-[3-(benzyloxy)phenyl]-2-oxoethyl}sulfanyl)-3-(4-chloroanilino)-2-propenenitrile

【CA登记号】n/a

【分子式】C₂₄H₁₉ClN₂O₂S

【分子量】434.94584

【元素组成】C 66.28% H 4.4% Cl 8.15% N 6.44% O 7.36% S 7.37%

与该中间体有关的原料药合成路线共 2 条

合成路线1 合成路线2

合成路线1

该中间体在本合成路线中的序号：(V)

The reaction of aniline (I) with di(2-pyridyl)thione (DPT) gives the corresponding isothiocyanate (II), which is condensed with cyanamide (III) and 2-bromo-1-(3-benzyloxyphenyl)ethanone (IV) by means of NaOMe to yield the adduct (V). This compound, without isolation, cyclizes to the target thiazole.

参考文献中间体

合成目标

【1】 Sorensen, A.R.; Engelhardt, S.; Kurtzhals, P.; Urso, B.; Bowler, A.N.; 2,4-Diaminothiazoles: A novel class of glycogen synthase kinase-3 (GSK-3) inhibitors. 11th RSC-SCI Med Chem Symp (Sept 9 2001, Cambridge) 2001, Abst P20.
【2】 Olesen, P.H.; Kurtzhals, P.; Bowler, A.N.; Soerensen, A.R.; Worsaae, H.; Hansen, B.F. (Novo Nordisk A/S); 2,4-Diaminothiazole derivs.. WO 0156567 .

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)	12294	Aniline; Phenylamine	62-53-3	C₆H₇N	详情	详情
(II)	22146	1-isothiocyanatobenzene; phenyl isothiocyanate	103-72-0	C₇H₅NS	详情	详情
(III)	53541	1-[3-(benzyloxy)phenyl]-2-bromo-1-ethanone	n/a	C₁₅H₁₃BrO₂	详情	详情
(IV)	19648	Cyanamide	420-04-2	CH₂N₂	详情	详情
(V)	53545	(Z)-3-({2-[3-(benzyloxy)phenyl]-2-oxoethyl}sulfanyl)-3-(4-chloroanilino)-2-propenenitrile	n/a	C₂₄H₁₉ClN₂O₂S	详情	详情

合成路线2

该中间体在本合成路线中的序号：(V)

The reaction of 4-chloroaniline (I) with di(2-pyridyl)thione (DPT) gives the corresponding isothiocyanate (II), which is condensed with cyanamide (III) and 2-bromo-1-(3-benzyloxyphenyl)ethanone (IV) by means of NaOMe to yield the adduct (V). This compound, without isolation, cyclizes to the target thiazole.

参考文献中间体

合成目标

【1】 Sorensen, A.R.; Engelhardt, S.; Kurtzhals, P.; Urso, B.; Bowler, A.N.; 2,4-Diaminothiazoles: A novel class of glycogen synthase kinase-3 (GSK-3) inhibitors. 11th RSC-SCI Med Chem Symp (Sept 9 2001, Cambridge) 2001, Abst P20.

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)	12034	4-Chlorophenylamine; 4-Chloroaniline; p-Chloroaniline	106-47-8	C₆H₆ClN	详情	详情
(II)	22146	1-isothiocyanatobenzene; phenyl isothiocyanate	103-72-0	C₇H₅NS	详情	详情
(III)	19648	Cyanamide	420-04-2	CH₂N₂	详情	详情
(IV)	53541	1-[3-(benzyloxy)phenyl]-2-bromo-1-ethanone	n/a	C₁₅H₁₃BrO₂	详情	详情
(V)	53545	(Z)-3-({2-[3-(benzyloxy)phenyl]-2-oxoethyl}sulfanyl)-3-(4-chloroanilino)-2-propenenitrile	n/a	C₂₄H₁₉ClN₂O₂S	详情	详情

Extended Information