Notes

Reinvestigating the synthesis of N-arylbenzamidines from benzonitriles and anilines in the presence of AlCl3

“…100 C for 6 h gave the title compound 3d (906 mg, 93%) as colourless needles, mp 102e103 C (lit., 29 103e105 C) (cyclohexane); R f (t-BuOMe) 0.86; l max (DCM)/nm 233 (log 3 4.27), 278 (3.92); n max /cm À1 3449w (NH 2 ), 3292w, 3123w, 3055w, 2918w, 2860w, 1633s, 1601m, 1568m, 1504m, 1447w, 1383m, 1234m, 1105w, 1024w, 926w, 866m, 793m, 777m, 758w, 714m; 124.5e125 C (lit., 21 126e128 C) (cyclohexane/EtOH, 95:05); R f (tBuOMe) 0.57; l max (DCM)/nm 231 (log 3 4.23), 278 (3.83); n max /cm À1 3470w and 3344w (NH 2 ), 3202w (Ar CH), 1614s,1570m,1499s,1473w, 1445w, 1410w, 1379m, 1238w, 1213s, 1092w, 1076w, 1028w, 1011w, 979w, 928w, 862w, 851w, 802w, 779m, 762s, 706s; and 4-chloroaniline (500 mg, 3.92 mmol) heated at ca. 100 C for 6 h gave the title compound 3f (807 mg, 89%) as colourless needles, mp 116.5 C (lit., 27 (7), 214 (31), 169 (14), 149 (7), 147 (9), 129 (27), 127 (61), 113 (11), 111 (29), 104 (68), 97 (15), 77 (33), 69 (11), 51 (13) (15), 258 (19), 194 (7), 173 (50), 171 (53), 157 (15), 155 (17), 104 (100), 97 (28), 92 (15), 84 (11), 77 (58), 65 (11), 51 (28).…”

“…100 C for 6 h gave the title compound 3h (622.5 mg, 85%) as colourless needles, mp 137 C (lit., 30 139 C) (cyclohexane/EtOH, 95:05); R f (t-BuOMe) 0.86; l max (DCM)/nm 231 (log 3 4.91), 246 (5.03), 280 inf (4.70); n max / cm À1 3470w and 3345w (NH 2 ), 3071 (Ar CH), 1612s, 1568s, 1481w, 1470w, 1447w, 1396w, 1375m, 1298w, 1238m, 1177w, 1101w, 1076w, 1063w, 1001m, 858m, 777m, 717m, 704s; 3.09 mmol) and 3,4-dichloroaniline (500 mg, 3.09 mmol) heated at ca. 100 C for 6 h gave the title compound 3i (746 mg, 91%) as colourless plates, mp 108e109 C (lit., 6b 110e111 C) (cyclohexane/ EtOH, 95:05); R f (t-BuOMe) 0.79; l max (DCM)/nm 231 (log 3 4.46), 246 (4.43), 285 (4.13); n max /cm À1 3449w and 3326w (NH 2 ), 1614s, 1568s, 1470m, 1458m, 1387m, 1371m, 1227w, 1128m, 1024m, 930w, 897m, 3495m, 3453w and 3395m (NH 2 ), 3277w, 1632s, 1576m, 1574m, 1547m, 1495w, 1468m, 1450m, 1387s, 1375m, 1321m, 1261w, 1252m, 1223w, 1157w, 1119m, 1020w, 889s, 852m, 835m, 771m, 750s, 717w; 6,148.3,147.7,133.0,131.6 (CH) (17), 208 (2), 192 (3), 163 (28), 161 (49), 119 (100), 92 (29), 75 (5), 65 (22).…”

An insight into copper catalyzed allylation of alkyl zinc halides. Comparison of reactivity profiles for catalytic and stoichiometric alkylzinc–copper reagents

“…ZnCl 2 (Aldrich) was dried under reduced pressure and used as a THF solution prepared prior to use. CuI [68], CuBr [69], CuCl [69], CuCN [70] and CuSCN [68] were purified according to the published procedures. n-Butylmagnesium bromide n-BuMgBr (1) was prepared in THF according to standard procedure and its concentration was found by titration prior to use [71].…”

Kubische Cyanomercurate NR4MHg(CN)4 (R = Et, Pr; M = Li, Na, K, Cu) mit Alumosilikatstruktur/On Cubic Cyanomercurates NR4MHg(CN)4 (R = Et, Pr; M = Li, Na, K, Cu) with Alumosilicate Type Structure

“…Für NEt4CN, Hg(CN)2 und NaCN wurden Präparate der Firma Fluka ver wendet. LiCN wurde nach dem Verfahren von Rossmanith [11], CuCN nach Barber [12] dargestellt.…”