HRID2366410

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID75605

Glycine, N,N-dimethyl-, hydrochloride

C4H10ClNO2

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

PRODUCTS

生成物

结构：COc1ccc(/C(C#N)=C/c2ccc(N3CCC(OC(=O)CN(C)C)CC3)s2)cc1OC.Cc1ccc(S(=O)(=O)O)cc1

HCID11965660

未命名化合物

收率 7.7%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

Compound 6 (370 mg) was dissolved in toluene (80 mL), and N,N-dimethylglycin hydrochloride (140 mg) and p-toluenesulfonic acid monohydrate (380 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: 38 mg, 7.7%).

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-4f951c6a5dee45ebb3ac711811975b2f
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].Cl.[CH3:28][N:29]([CH3:34])[CH2:30][C:31](O)=[O:32].O.[C:36]1([CH3:46])[CH:41]=[CH:40][C:39]([S:42]([OH:45])(=[O:44])=[O:43])=[CH:38][CH:37]=1>C1(C)C=CC=CC=1>[C:36]1([CH3:46])[CH:37]=[CH:38][C:39]([S:42]([OH:45])(=[O:43])=[O:44])=[CH:40][CH:41]=1.[CH3:28][N:29]([CH2:30][C:31]([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:32])[CH3:34]