HRID1768716

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：COc1cc(C(C)C)c2c(c1)S(=O)(=O)N(COc1c(C(C)=O)c(OC)c3ccoc3c1OC)C2=O

HCID70045865

未命名化合物

结构：O=[N+]([O-])O.O=[N+]([O-])O.O=[N+]([O-])[O-].O=[N+]([O-])[O-].O=[N+]([O-])[O-].O=[N+]([O-])[O-].[NH4+].[NH4+].[NH4+].[NH4+]

HCID86748360

未命名化合物

PRODUCTS

生成物

结构：COc1cc(C(C)C)c2c(c1)S(=O)(=O)N(COC1=C(C(C)=O)C(=O)c3ccoc3C1=O)C2=O

HCID15293150

未命名化合物

收率 46.6%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

溶剂HCID6342

Acetonitrile

C2H3N

PROCEDURE

实验过程

A solution of triceric tetraammonium hexanitrate (0.98 g) in water (3 mL) was added dropwise to a solution of 2-(4,7-dimethoxy-5-acetylbenzofuran-6-yl)oxymethyl-4-isopropyl-6-methoxysaccharin (0.3 g) in acetonitrile (5 mL). The mixture was stirred at room temperature for 15 minutes and poured into ice-water. The resulting gold colored solid was purified by rapid chromatography on silica gel with dichloromethane-ether (95:5) as eluant and crystallization with sonication from ethanol affording 2-(5-acetyl-4,7-dihydro-4,7-dioxobenzofuran-6-yl)oxymethyl-4-isopropyl-6-methoxysaccharin (0.13 g, 46.6% yield, m.r. 193°-195° C. with decomposition).

WORKUP

后处理

customThe resulting gold colored solid was purified by rapid chromatography on silica gel with dichloromethane-ether (95:5) as eluant
customcrystallization
customwith sonication from ethanol

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-cd49a9abcce543f1ac963427a9432b4e
来源数据集: uspto-grants-1995_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05378720
来源说明: uspto-grants-1995_01

反应 SMILES

[N+]([O-])([O-])=O.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[NH4+].[NH4+].[NH4+].[NH4+].C[O:30][C:31]1[C:36]2[CH:37]=[CH:38][O:39][C:35]=2[C:34]([O:40]C)=[C:33]([O:42][CH2:43][N:44]2[C:54](=[O:55])[C:53]3[C:48](=[CH:49][C:50]([O:59][CH3:60])=[CH:51][C:52]=3[CH:56]([CH3:58])[CH3:57])[S:45]2(=[O:47])=[O:46])[C:32]=1[C:61](=[O:63])[CH3:62]>O.C(#N)C>[C:61]([C:32]1[C:31](=[O:30])[C:36]2[CH:37]=[CH:38][O:39][C:35]=2[C:34](=[O:40])[C:33]=1[O:42][CH2:43][N:44]1[C:54](=[O:55])[C:53]2[C:48](=[CH:49][C:50]([O:59][CH3:60])=[CH:51][C:52]=2[CH:56]([CH3:58])[CH3:57])[S:45]1(=[O:47])=[O:46])(=[O:63])[CH3:62]