Ammonium Hydroxide → HCID 12132635、化合物

反応式

O=P(Cl)(Cl)Cl.[CH3:6][C:7]1([CH3:24])[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]([C:21]([NH2:23])=O)[C:13]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]1=2.[NH4+].[OH-]>>[C:21]([CH:14]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:20]=2[C:7]([CH3:24])([CH3:6])[C:8]2[C:13]1=[CH:12][CH:11]=[CH:10][CH:9]=2)#[N:23]

参加物

反応物 3

HCID 14923Ammonium Hydroxide2 回

HCID 24813Phosphorus oxychloride

HCID 4811410-Anthracenecarboxamide, 9,10-dihydro-9,9-dimethyl-

生成物 1

HCID 12132635HCID 12132635、化合物収率 87.5%

実験手順

POCl3 (25 mL, 00 mmol) was added to crystalline 10,10-Dimethyl-9,10-dihydroanthracene-9-carboxamide [8] (1.25 g, 4.9 mmol) while stirring. The solution was then heated at reflux (30 min), when TLC showed complete absence of starting material. The solution was then poured into a mixture of crushed ice and NH4OH with vigorous stirring. The solution was stirred for 15 minutes and excess of NH4OH was added to keep the solution alkaline. A solid substance separated out which was extracted with ether (3×50 ml). The combined ether extracts were washed with water, brine, dried (MgSO4) and evaporated under reduced pressure to give an light yellow oil which crystallized immediately. The product obtained was chromatographically pure and recrystallized readily from EtOH to give 1.0 g (86%) of the product as colorless prisms. mp. 91-92° C. 1H NMR (CDCl3)d: 1.54 (s, 3H, CH3), 1.79 (s, 3H, CH3), 5.32 (s, 1H, CH), 7.32-7.68 (m, 8H, Ar—H). 13C NMR (CDCl3)d: 30.22, 30.33, 36.95, 125.77, 127.43, 127.92, 129.28. Anal. Calcd. For (C17H15N): C, H, N.