Potassium Hydroxide → HCID 86761312, compound

Participants

Reaction Steps

To a vigorously stirred mixture of yellow mercury oxide (0.18 g, 0.8 mmol), sodium sulfate (0.14 g, 1 mmol) and sat. KOH in ethanol (1 ml) was added a solution of (XII) (0.27 g, 0.7 mmol) in THF (10 ml). The mixture was stirred for 16 h. in the dark, then filtered through a pad of celite. The filtrate was collected and concentrated in vacuo to yield (XIII) (0.27 g, 100%) as a dark red solid; m.p. 111-115° C., decolurises at 136° C.; δ H (CDCl3, 200 MHz) 3.43 (m, 2H, CH2CH2NH), 3.69 (m, 2H, CH2CH2O), 4.49 (s, 2H, ArCH2O), 5.80 (bs, 1H, CH2NHC(O)), 7.02 (m, 1H, 4″-H), 7.41-7.44 (m, 13H, Ar—H), 7.44 (s, 1H, ArNHC(O)) ppm; δC (CDCl3, 400 MHz) 40.3 (CH2NH), 62.4 (CH2CH2O), 68.0 (ArCH2O), 120.3 (4″-C), 123.2 (4′-C), 125.0, 125.8, 126.5, 126.7 (2-, 2′-, 2″-, 6-, 6′-, 6″-C), 128.9, 129.1, 129.2, 129.3 (1-, 1′-, 3-, 3′-, 3″-, 5-, 5′-, 5″-C), 135.0, 138.9 (4-, 1″-C), 156.5 (NHC(O)NH) ppm; υmax 3344 (N—Hstr), 2042 (R2C═N═N), 1658 ((R(H)N)2C═Ostr) cm−1; m/z 445 [M+MeCN+NH4]+ (100%).

Provenance & Evidence