HRID36164

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

HCID11022954

Tetraethyl vinylidene phosphonate

C10H22O6P2

结构：COc1ccc2nc(NC(=O)CC(=O)c3ccccc3)sc2c1

HCID19975336

未命名化合物

PRODUCTS

生成物

结构：CCOP(=O)(OCC)C(CC(C(=O)c1ccccc1)c1ccccn1)P(=O)(OCC)OCC.CCOP(=O)(OCC)C(CC(C(=O)c1ccccc1)c1ccccn1)P(=O)(OCC)OCC.O

HCID131718992

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

Ethenylidenebisphosphonic acid tetraethyl ester (I, 3.00 g), 1-phenyl-2-(2-pyridinyl)ethanone (II, 2.17 g) and potassium carbonate (2.07 g) are stirred in methanol (20 ml) overnight. The reaction is concentrated under reduced pressure, taken up in ethyl acetate, washed with sodium chloride, dried with magnesium sulfate, and concentrated under reduced pressure. The product is chromatographed eluting with ethyl acetate. The appropriate fractions are pooled and concentrated to give the title compound, MS (m/e) 497, 452, 392, 302 and 288; IR (neat) 2983, 1683, 1597, 1580, 1470, 1448 and 1253 cm-1 ; NMR (CDCl3) 8.52, 8.02, 7.60, 7.49, 7.37, 7.11, 5.46, 4.12, 2.75, 2.55, 1.36, 1.25 and 1.16 δ.

WORKUP

后处理

concentrationThe reaction is concentrated under reduced pressure
washwashed with sodium chloride
dry with materialdried with magnesium sulfate
concentrationconcentrated under reduced pressure
customThe product is chromatographed
washeluting with ethyl acetate
concentrationconcentrated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-11b6ca9ebeb54b8eaeeb3093531cc74c
来源数据集: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05412141
来源说明: uspto-grants-1995_05

反应 SMILES

[CH2:1]([O:3][P:4]([C:9]([P:11](=[O:18])([O:15][CH2:16][CH3:17])[O:12][CH2:13][CH3:14])=[CH2:10])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].COC1C=CC2N=[C:26]([NH:28][C:29](=O)[CH2:30][C:31](=[O:38])[C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=3)SC=2C=1.C(=O)([O-])[O-].[K+].[K+]>CO>[OH2:3].[CH2:16]([O:15][P:11]([CH:9]([P:4](=[O:8])([O:5][CH2:6][CH3:7])[O:3][CH2:1][CH3:2])[CH2:10][CH:30]([C:29]1[CH:31]=[CH:30][CH:29]=[CH:26][N:28]=1)[C:31](=[O:38])[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)(=[O:18])[O:12][CH2:13][CH3:14])[CH3:17].[O:38]=[C:31]([C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)[CH:30]([C:29]1[CH:37]=[CH:32][CH:33]=[CH:26][N:28]=1)[CH2:10][CH:9]([P:4](=[O:8])([O:5][CH2:6][CH3:7])[O:3][CH2:1][CH3:2])[P:11](=[O:18])([O:12][CH2:13][CH3:14])[O:15][CH2:16][CH3:17]