4-Hydroxybiphenyl → HCID 478195, compound

Participants

Reaction Steps

The compound 89 (245 mg, 0.6 mmol) was converted to the iminodicarboxylate with N-4-biphenyloxycarbonyl isocyanate prepared from 4-phenylphenol (187 mg, 1.1 mmol) and N-chlorocarbonylisocyanate (106 mg, 1 mmol) in the same manner as the example 82 to give the compound 103 (215 mg, 55%). Mp 105-107° C. Rf 0.40 (EtOAc). 1H-NMR (CDCl3): δH1.32 (6 H, d, J 6.9 Hz, (CH3)2CH), 3.21 (1 H, sep, J 6.8 Hz, (CH3)2CH), 5.31 (2 H, s, NCH2), 5.33 (2 H, s, OCH2), 6.72 (2 H, d, J 1.5 Hz, arom 2- and 6-H), 6.78 (2 H, d-like, 4-pyridyl 2- and 6-H), 7.06 (1 H, t, J 1.5 Hz, arom 4-H), 7.18 - 7.60 (9 H, m, 4-phenylphenyl), 7.82 (1 H, bs, NH), 8.46 (2 H, d-like, 4-pyridyl 3- and 5-H). IR(CHCl3)cm-1 : 3418 (NH), 1817 and 1747 (OOCNCOO). Elementary analysis (for C33H28N4O4SCl2) Calcd.: C, 61.21% H, 4.36% N, 8.65% S, 4.95% Cl, 10.95% Found: C, 61.06% H, 4.38% N, 8.64% S, 4.94% Cl, 10.78%

Provenance & Evidence