HCID 13036367, compound → HCID 15917705, compound

Participants

Reaction Steps

In the same manner but replacing 4-(2-furanylcarbonyl)-1-piperazinecarboximidamide hydroiodide with an equivalent amount of another compound of formula III, described in Example 12, the following compounds of formula I were obtained, respectively: 2-(4-benzoyl-1-piperazinyl)cycloheptimidazole: (I: R1 is benzoyl) mp 148°-149° C.(ethyl acetate); ir(mull)1623 cm-1 and uv max(MeOH) 289(ε30,340), 263(ε29,700) and 239 nm(ε7,950); 2-[4-(phenylmethyl)-1-piperazinyl]-cycloheptimidazole: (I: R1 is phenylmethyl) mp 97°-99° C.(ethyl acetate); ir(CHCl3) 3660, 3330, 1600, 1565, 1525, 1495 and 697 cm-1 ; uv max (MeOH) 295 (ε6,750), 251(ε26,440) and 238 nm(ε25,860); nmr (CDCl3)δ2.6(4H,t), 3.57(2H,s), 4.05(4H,t) and 7.35-8.15(10H,m) and Anal. Calcd for C19H20N4 : C, 74.90% H, 6.65% N, 18.45% and Found: C, 74.63% H, 6.60% N, 77.65%; 2-(4-phenyl-1-piperazinyl)cycloheptimidazole: (I: R1 is phenyl) mp 210°-212° C. (ethyl acetate); ir(mull) 1595, 1570, 1530 and 1503 cm-1 ; uv max (MeOH) 288(δ7,960), 260(ε34,040) and 241 nm(ε29,530); nmr(CDCl3)δ3.35(4H,t), 4.23(4h,t) and 7.5(10H,m) and Anal. Calcd. for C18H18N4O: C, 74.46% H, 6.25%, N, 19.29% and Found C, 74.12% H, 6.07% N, 19.16%; and 2-(4-formyl-1-piperazinyl)cycloheptimidazole: (I: R1 is formyl) mp 165°-167° C. (ethyl acetate); ir(mull) 1670 cm-1 ; nmr(CDCl3)δ 3.9(8H,m) and 7.9(6H,m) and Anal. Calcd for C13H14N4O: C, 64.43% H, 5.82% N, 23.12% and Found: C, 64.44% H, 5.80% N, 22.66%.

Provenance & Evidence