Synthesis of New 2-Phenylpyrano[3,2-b]phenothiazin- 4(6H)-one Derivatives  

Synthesis of New 2-Phenylpyrano[3,2-b]phenothiazin- 4(6H)-one Derivatives

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作  者:Bansode, Tanaji N. Meshram, Gangadhar A.t 

机构地区:[1]Department of Chemistry, B. N. N. College, Bhiwandi, Thane (M.S.) 421 305, India [2]Oepartment of Chemistry, University of Mumbai, Santacruz (East), Mumbai 400 098, India

出  处:《Chinese Journal of Chemistry》2011年第9期1917-1921,共5页中国化学(英文版)

摘  要:A new synthesis of 2-phenylpyrano[3,2-b]phenothiazin-4(6H)-one derivatives was reported. First 2,10-diacetyl-3-hydroxyphenothiazine (2) was converted into their benzoyloxy esters (3a--3j) using different aro- matic carboxylic acids in the presence of phosphorous oxychloride in pyridine. Benzoyloxy esters were converted into their 1,3-diones (4a--4j) by using dry KOH in pyridine via Baker-Venkataraman transformation reaction. The 1,3-diones thus obtained were cyclised to pyranophenothiazines (Sa--Sj) by refluxing in an acetic acid/HCl mixture.A new synthesis of 2-phenylpyrano[3,2-b]phenothiazin-4(6H)-one derivatives was reported. First 2,10-diacetyl-3-hydroxyphenothiazine (2) was converted into their benzoyloxy esters (3a--3j) using different aro- matic carboxylic acids in the presence of phosphorous oxychloride in pyridine. Benzoyloxy esters were converted into their 1,3-diones (4a--4j) by using dry KOH in pyridine via Baker-Venkataraman transformation reaction. The 1,3-diones thus obtained were cyclised to pyranophenothiazines (Sa--Sj) by refluxing in an acetic acid/HCl mixture.

关 键 词:acetyl phenothiazine Baker-Venkataraman transformation 1 3-diones pyranones pyranophenoth-iazine 

分 类 号:TQ455.47[化学工程—农药化工] O626.12[理学—有机化学]

 

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