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O+.Part-IResults and DiscussionR 1NR 2NX eX = S, -C=C-IIIie, IIIiie, R 1 = R 2 = -(CH 2 ) 4 -, M + , m/e 219IIIiiie, IIIive, R 1 = CH 3 , R 2 = COOCH 3 , M + , m/e 237IIIve, IIIvie, R 1 = CH 3 , R 2 = COOC 2 H 5 , M + , m/e 252IIIviiie, R 1 = R 2 = CH 3 , M + , m/e 193IIIixe, IIIxe, R 1 = Ph, R 2 = H, M + , m/e 242IIIxie, R 1 = 4 - OCH 3 Ph, R 2 = H, M + , m/e 271IIIxiiie, IIIxive, R 1 = 4 - CH 3 Ph, R 2 = H, M + , m/e 256IIIxve, R 1 = 4 - BrPh, R 2 = H, M + , m/e 322IIIxviie, IIIxviiie, R 1 = 4 - ClPh, R 2 = H, M + , m/e 276IIIxixe, R 1 = Ph, R 2 = CH 3 , M + , m/e 255IIIxxe, IIIxxie, R 1 = R 2 = -(CH 2 ) 3 -, M + , m/e 205IIIxxiie, IIIxxiiie, R 1 = R 2 = -(CH 2 ) 5 -, M + , m/e 233IIIxxxive, R 1 = R 2 = -(-CH=CH - CH=CH-)-, M + , m/e 163IIIxxxia, R 1 = R 2 = -(-CH=C(OCH 3 )-C(OCH 3 )=CH-)-,R 3 = OCH 3 , M + , m/e 220O+R 1NHNSR 3NHNR 2 a-SHXX = S, -C=C-M-33IIIia, R 1 = R 2 = -(CH 2 ) 4 -, R 3 = H, M + , m/e 368IIIiia, R 1 = R 2 = -(CH 2 ) 4 -, R 3 = OCH 3 , M + , m/e 398IIIiiia, R 1 = CH 3 , R 2 = COOCH 3 , R 3 = H, M + , m/e 386IIIiva, R 1 = CH 3 , R 2 = COOCH 3 , R 3 = OCH 3 , M + , m/e 416IIIva, R 1 = CH 3 , R 2 = COOC 2 H 5 , R 3 = H, M + , m/e 400IIIvia, R 1 = CH 3 , R 2 = COOC 2 H 5 , R 3 = OCH 3 , M + , m/e 430IIIviiia, R 1 = R 2 = CH 3 , R 3 = OCH 3 , M + , m/e 372IIIixa, R 1 = Ph, R 2 = H, R 3 = H, M + , m/e 390IIIxa, R 1 = Ph, R 2 = H, R 3 = OCH 3 ,M + , m/e 420IIIxia, R 1 = 4 - OCH 3 Ph, R 2 = R 3 = H, M + , m/e 420R 1IIIxiia, R 1 = 4 - OCH 3 Ph, R 2 = H, R 3 = OCH 3 , M + , m/e 450IIIxiiia, R 1 = 4 - CH 3 Ph, R 2 = R 3 = H, M + , m/e 404IIIxiva, R 1 = 4 - CH 3 Ph, R 2 = H, R 3 = OCH 3 , M + , m/e 434IIIxva, R 1 = 4 - BrPh, R 2 = R 3 = H, M + , m/e 469IIIxvia, R 1 = 4 - BrPh, R 2 = H, R 3 = OCH 3 , M + , m/e 499 R 2IIIxviia, R 1 = 4 - ClPh, R 2 = R 3 = H, M + , m/e 424IIIxviiia, R 1 = 4 - ClPh, R 2 = H, R 3 = OCH 3 , M + , m/e 454IIIxixa, R 1 = Ph, R 2 = CH 3 , R 3 = H, M + , m/e 404IIIxxa, R 1 = R 2 = -(CH 2 ) 3 -, R 3 = H, M + , m/e 354IIIxxia, R 1 = R 2 = -(CH 2 ) 3 -, R 3 = OCH 3 , M + , m/e 384IIIxxiia, R 1 = R 2 = -(CH 2 ) 5 -, R 3 = H, M + , m/e 382IIIxxiiia, R 1 = R 2 = -(CH 2 ) 5 -, R 3 = OCH 3 , M + , m/e 412IIIxxxiva, R 1 = R 2 = -(-CH=CH - CH=CH-)-, R 3 = H, M + , m/e 308IIIxxxia, R 1 = R 2 = -(-CH=C(OCH 3 )-C(OCH 3 )=CH-)-, R 3 = OCH 3 ,M + , m/e 398-HSHNNXR 3R 1R 2 -XHNNONX = S, -C=C-NcNHSR 2NHR 1-COHNIIIic, R 1 = R 2 = -(CH 2 ) 4 -, R 3 = H, M + , m/e 307IIIiiic, R 1 = CH 3 , R 2 = COOCH 3 , R 3 = H, M + , m/e 325IIIvc, R 1 = CH 3 , R 2 = COOC 2 H 5 , M + , m/e 339IIIvic, R 1 = CH 3 , R 2 = COOC 2 H 5 , R 3 = OCH 3 , M + , m/e 369IIIviiic, R 1 = R 2 = CH 3 , R 3 = OCH 3 , M + , m/e 311IIIxic, R 1 = 4-OCH 3 Ph, R 2 = R 3 = H, M + , m/e 359IIIxiiic, R 1 = 4-CH 3 Ph, R 2 = R 3 = H, M + , m/e 343IIIxixc, R 1 = Ph, R 2 = CH 3 , R 3 = H, M + , m/e 343IIIxxc, R 1 = R 2 = -(CH 2 ) 3 -, R 3 = H, M + , m/e 393IIIxxiic, R 1 = R 2 = -(CH 2 ) 5 -, R 3 = H, M + , m/e 321.M-33-28NXONHR 3IIIid, IIIiiid, IIIvd, IIIixd, IIIxid, IIIxiiid, IIIxvd,IIIxviid, IIIxixd, IIIxxd, IIIxxiid, IIIxxxivd,R 3 = H, m/e 150IIIiid, IIIivd, IIIvid, IIIviiid, IIIxd, IIIxiid, IIIxivd,IIIxvid, IIIxviiid, IIIxxid, IIIxxiiid, IIIxxxid,R 3 = OCH 3 , m/e 180-R 3d.HNNR 3+.M-118 orM-148NN bNHIIIib, R 1 = R 2 = -(CH 2 ) 4 -, R 3 = H, M + , m/e 335IIIiib, R 1 = R 2 = -(CH 2 ) 4 -, R 3 = OCH 3 , M + , m/e 365IIIiiib, R 1 = CH 3 , R 2 = COOCH 3 , R 3 = H, M + , m/e 353IIIvb, R 1 = CH 3 , R 2 = COOC 2 H 5 , R 3 = H, M + , m/e 365IIIvib, R 1 = CH 3 , R 2 = COOC 2 H 5 , R 3 = OCH 3 , M + , m/e 397IIIviiib, R 1 = R 2 = CH 3 , R 3 = OCH 3 , M + , m/e 339IIIixb, R 1 = Ph, R 2 = H, R 3 = H, M + , m/e 357IIIxb, R 1 = Ph, R 2 = H, R 3 = OCH 3 , M + , m/e 387IIIxib, R 1 = 4 - OCH 3 Ph, R 2 = R 3 = H, M + , m/e 387IIIxiii, R 1 = 4 - CH 3 Ph, R 2 = R 3 = H, M + , m/e 371IIIxivb, R 1 = 4 - CH 3 Ph, R 2 = H, R 3 = OCH 3 , M + , m/e 401IIIxvb, R 1 = 4 - BrPh, R 2 = R 3 = H, M + , m/e 437IIIxviib, R 1 = 4 - ClPh, R 2 = R 3 = H, M + , m/e 391IIIxviiib, R 1 = 4 - ClPh, R 2 = H, R 3 = OCH 3 , M + , m/e 421IIIxixb, R 1 = Ph, R 2 = CH 3 , R 3 = H, M + , m/e 386IIIxxb, R 1 = R 2 = -(CH 2 ) 3 -, R 3 = H, M + , m/e 321IIIxxbi, R 1 = R 2 = -(CH 2 ) 3 -, R 3 = OCH 3 , M + , m/e 351IIIxxiib, R 1 = R 2 = -(CH 2 ) 5 -, R 3 = H, M + , m/e 349IIIxxiiib, R 1 = R 2 = -(CH 2 ) 5 -, R 3 = OCH 3 , M + , m/e 379IIIxxxivb, R 1 = R 2 = -(-CH=CH-CH=CH-)-, R 3 = H, M + , m/e 275IIIxxxib, R 1 = R 2 = -(-CH=C(OCH 3 )-C(OCH 3 )=CH-)-, R 3 = OCH 3 ,M + , m/e 365R 3R 2R 1XOfNX = S, -C=C-NHIIIif, R 1 = R 2 = -(CH 2 ) 4 -, R 3 = H, M + , m/e 250IIIvif, R 1 = CH 3 , R 2 = COOC 2 H 5 , R 3 = OCH 3 ,M + , m/e 282IIIviiif, R 1 = R 2 = CH 3 , R 3 = OCH 3 , M + , m/e 224IIIixf, R 1 = Ph, R 2 = H, R 3 = H, M + , m/e 272IIIxif, R 1 = 4-OCH 3 Ph, R 2 = R 3 = H, M + , m/e 302IIIxiiif, R 1 = 4-CH 3 Ph, R 2 = R 3 = H, M + , m/e 286IIIxvf, R 1 = 4-BrPh, R 2 = R 3 = H, M + , m/e 351IIIxixf, R 1 = Ph, R 2 = CH 3 , R 3 = H, M + , m/e 286SScheme-24:General fragmentation pattern of condensed pyrimidinylmethylthiobenzimidazoles (IIIi-xxxv) synthesized106

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