HRID85345

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID517165

Ammonium acetate

C2H7NO2

HCID9990345

2-(3-cyano-4,5,5-trimethylfuran-2-ylidene)propanedinitrile

C11H9N3O

结构：CCCCN(CCCC)c1ccc(C=Cc2ccc(C=O)cc2)cc1

HCID71362836

4-{2-[4-(Dibutylamino)phenyl]ethenyl}benzaldehyde

C23H29NO

PRODUCTS

生成物

结构：CCCCN(CCCC)c1ccc(C=Cc2ccc(C=CC3=C(C#N)C(=C(C#N)C#N)OC3(C)C)cc2)cc1

HCID86667619

未命名化合物

收率 88.4%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID21873804

未命名化合物

PROCEDURE

实验过程

In an ethanol/tetrahydrofuran mixed solvent were dissolved 180 mg (0.54 mmol) of 4-[2-(4-dibutylaminophenyl)vinyl]benzaldehyde and 118 mg (0.59 mmol) of 2-(3-cyano-4,5,5-trimethyl-2(5H)-furanylidene]propanedinitrile. To this mixture, 46 mg (0.60 mmol) of ammonium acetate was added, and the mixture was stirred at room temperature. The solvent was evaporated off. The residue was purified by silica gel column chromatography and washed with ethanol to give 245 mg of a black crystal having a mp of 224-226° C. (yield: 88.4%).

WORKUP

后处理

customThe solvent was evaporated off
customThe residue was purified by silica gel column chromatography
washwashed with ethanol

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-7ddb6889c2c2477bab4b2342a2c7185d
来源数据集: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08846955B2
来源说明: uspto-grants-2014_09

反应 SMILES

[CH2:1]([N:5]([CH2:22][CH2:23][CH2:24][CH3:25])[C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14]2[CH:21]=[CH:20][C:17]([CH:18]=O)=[CH:16][CH:15]=2)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].[C:26]([C:28]1[C:29](=[C:36]([C:39]#[N:40])[C:37]#[N:38])[O:30][C:31]([CH3:35])([CH3:34])[C:32]=1[CH3:33])#[N:27].C([O-])(=O)C.[NH4+]>C(O)C.O1CCCC1>[CH2:22]([N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[CH:13][C:14]2[CH:21]=[CH:20][C:17]([CH:18]=[CH:33][C:32]3[C:31]([CH3:34])([CH3:35])[O:30][C:29](=[C:36]([C:37]#[N:38])[C:39]#[N:40])[C:28]=3[C:26]#[N:27])=[CH:16][CH:15]=2)=[CH:8][CH:7]=1)[CH2:23][CH2:24][CH3:25]