HRID2366440

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID521998

4-Methylbenzenesulfonic acid hydrate

C7H10O4S

结构：COc1ccc(/C(C#N)=C/c2ccc(N3CCC(O)CC3)s2)cc1OC

HCID16757522

未命名化合物

HCID23670834

Glycine, N,N-diethyl-, sodium salt

C6H12NNaO2

PRODUCTS

生成物

$结构：CCN(CC)CC(=O)OC1CCN(c2ccc(/C=C(\C#N)c3ccc(OC)c(OC)c3)s2)CC1.Cc1ccc(S(=O)(=O)O)cc1$

HCID11964787

未命名化合物

收率 37.7%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

Compound 6 (480 mg) was dissolved in toluene (100 mL), and N,N-diethylglycin sodium salt (296 mg) and p-toluenesulfonic acid monohydrate (490 mg) were added to the solution, followed by stirring under reflux for 5 hours. The solvent was evaporated to dryness, and the residue was purified by silica gel column chromatography (CHCl3-MeOH), to thereby yield the target product (yield: 237 mg, 37.7%).

WORKUP

后处理

temperatureunder reflux for 5 hours
customThe solvent was evaporated to dryness
customthe residue was purified by silica gel column chromatography (CHCl3-MeOH)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-34166a4ba0b14e9ea5e855b7b0ac7241
来源数据集: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08697742B2
来源说明: uspto-grants-2014_04

反应 SMILES

[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[C:11](=[CH:14]/[C:15]2[S:16][C:17]([N:20]3[CH2:25][CH2:24][CH:23]([OH:26])[CH2:22][CH2:21]3)=[CH:18][CH:19]=2)/[C:12]#[N:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[Na+].[CH2:28]([N:30]([CH2:35][CH3:36])[CH2:31][C:32]([O-])=[O:33])[CH3:29].O.[C:38]1([CH3:48])[CH:43]=[CH:42][C:41]([S:44]([OH:47])(=[O:46])=[O:45])=[CH:40][CH:39]=1>C1(C)C=CC=CC=1>[C:38]1([CH3:48])[CH:39]=[CH:40][C:41]([S:44]([OH:47])(=[O:45])=[O:46])=[CH:42][CH:43]=1.[CH2:28]([N:30]([CH2:31][C:32]([O:26][CH:23]1[CH2:22][CH2:21][N:20]([C:17]2[S:16][C:15](/[CH:14]=[C:11](\[C:12]#[N:13])/[C:5]3[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=3)=[CH:19][CH:18]=2)[CH2:25][CH2:24]1)=[O:33])[CH2:35][CH3:36])[CH3:29]