CAS: 20320-37-0; 2-(Dimethylcarbamoyl)Benzoic Acid

上下游产品

phthalic anhydride dimethyl amine 2-(chlor°Carbonyl)benzoic acid carbon monoxide N-methylphthalimide phthalic anhydride 1-formyl-2-[(dimethylamino)methyl]benzene 2-(2-Dimethylaminomethyl-phenyl)-thiazolidine-3-carbothioic acid methylamide; hydr°Chloride

📜2-碘苯甲酸置于氯化亚砜体系中,用 二氯甲烷,氯仿,水 用作溶剂,68.0 °C,140.0 Kpa 条件下,反应 79.5H,反应生成苯酐,2-(二甲基氨基甲酰基)苯甲酸
参考文献:Reactivity Of Ortho-Palladated Benzamides Toward Co,Isocyanides,And Alkynes. Synthesis Of Functionalized Isoindolin-1-Ones And 4,5-Disubstituted Benzo[c]Azepine-1,3-Diones
标题:Reactivity Of Ortho-Palladated Benzamides Toward Co,Isocyanides,And Alkynes. Synthesis Of Functionalized Isoindolin-1-Ones And 4,5-Disubstituted Benzo[c]Azepine-1,3-Diones
摘要:Aryl Palladium Complexes [pd{c6H4C(O)Nrr'-2}I(Tmeda)] [nrr' = Nh2 (1A),Nhme (1B),Nme2 (1C); Tmeda = N,N,N',N'-Tetramethylethylenediamine] Are Prepared By Oxidative Addition Of The Corresponding 2-Iodophenylbenzamides To Pd(Dba)(2) ([pd-2(Dba)(3)]Center Dot Dba; Dba = Dibenzylideneacetone) In The Presence Of Tmeda. Cationic Cyclometalated Derivatives [pd{'2C,O-C6H4C(O)Nrr'-2}(Tmeda)]Tfo (2Ac) Are Obtained By Iodide Abstraction From The Appropriate Complex 1 With Agtfo,While The Deprotonation Of The Amide Function Of 1A Or 1B With Kotbu Gives The Neutral Amidate Complexes [pd{'2C,N-C6H4C(O)Nr-2}(Tmeda)] [r = H (3A),Me (3B)]. Complexes 2A,B And 3A,B React With Co Under Mild Conditions To Yield Phthalimide (4A) Or N-Methylphthalimide (4B),Whereas The Reactions Of Derivatives 1C And 2C With Co Are Very Slow And Give N-1,N-1,N-2,N-2-Tetramethylphthalamide And Phthalic Anhydride. The Reaction Of 1B With 1 Equiv Of Xync (Xy = 2,6-Dimethylphenyl) Or Tbunc Affords Pd(0),(Tmedah)I,And 3-(2,6-Dimethylphenylimino)-2-Methylisoindolin-1-One (5B) Or 3-(Tert-Butylimino)-2-Methylisoindolin-1-One (5B'),Respectively,While Complex 1C Reacts With 3 Equiv Of Xync To Give Trans-[pd{c('Nxy)C6H4C(O)Nme2-2}I(Cnxy)(2)] (6). The Seven-Membered Palladacycles [pd{'2C,O-C(X)'C(X')C6H4C(O)Nrr'-2}(Tmeda)]Tfo [nrr' = Nh2 And X = Ph,X' = Me (7A); Nrr' = Nhme And X = Ph,X' = Me (7B),X = X' = Ph (8B),Et (9B),Co2Me (10B),X = Co2Me,X' = Ph (11B),X = Co2Et,X' = Ph (12B); Nrr' = Nme2 And X = X' = Ph (8C),Et (9C)] Are Obtained From The Reactions Of 2Ac With Alkynes. Treatment Of Complexes 7A,7B,8B,And 9B With Co At Room Temperature Gives The Corresponding 2H-Benzo[c]Azepine-1,3-Diones (14),Resulting From The Insertion Of A Molecule Of Co Into The Pdc Bond Followed By A Cn Reductive Coupling. In Contrast,The Reactions Of 11B Or 12B With Co In The Presence Of Residual Water Or 2 Equiv Of Roh (R = Me,Et) Lead To 2-Methyl-3-Phenylisoindolin-1-One Derivatives (15),Resulting From A Co Insertion Followed By An Intramolecular Aza-Michael Addition Of The Nhme Moiety To The Activated Vinyl Group And Subsequent Hydrolysis Or Alcoholysis Of The Acylpd Bond. The Neutral Complex [pd('2C,O-C14H13O5)(Tmeda)] (18) Was Synthesized By Reacting The Cationic Derivative 10B With Naome In Meoh. Depalladation Of 18 Gives (E)-4-[methoxy(Methoxycarbonyl)Methylene]-2-Methylisoquinoline-1,3(2H,4H)-Dione (19).
Doi:10.1021/om4006406

专利信息

专利号:JP-S6059935-B2
优先权日:1980-06-19
标题 :Synthesis method of anionic quinophthalone dye