HRID1588197

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID233538

4-(4-Oxo-2-thioxo-thiazolidin-3-yl)-benzoic acid

C10H7NO3S2

HCID5462222

Potassium

结构：COc1cc(C=O)ccc1O[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

HCID11515167

未命名化合物

PRODUCTS

生成物

结构：COc1cc(C=C2SC(=S)N(c3ccc(C(=O)O)cc3)C2=O)ccc1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O

HCID54263507

未命名化合物

收率 24.3%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID8082

Piperidine

C5H11N

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

To a stirred suspension of 4-formyl-2-=methoxyphenyl β-D-galactopyranoside (1c)(0.47 g, 1.5 mmol) in absolute ethanol (25 ml) containing piperidine (1 drop), was added the potassium salt of 3-(4-carboxyphenyl)-2-thioxothiazolidin-4-one (0.44 g, 1.5 mmol) and the suspension was heated under gentle reflux for 2 h. A yellow solid separated which was filtered hot and washed with small portions of boiling methanol and ethyl acetate followed by ether to give the product (0.2 g, 22%) as the potassium salt, m.p. decomp.>230° C.

WORKUP

后处理

temperaturethe suspension was heated
temperatureunder gentle reflux for 2 h
customA yellow solid separated which
filtrationwas filtered hot
washwashed with small portions of boiling methanol and ethyl acetate

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-fd433d386cac478a96b23796dfd294d8
来源数据集: uspto-grants-1993_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05221606
来源说明: uspto-grants-1993_06

反应 SMILES

[O:1]([C:13]1[CH:18]=[CH:17][C:16]([CH:19]=O)=[CH:15][C:14]=1[O:21][CH3:22])[C@H:2]1[O:10][C@H:9]([CH2:11][OH:12])[C@H:7]([OH:8])[C@H:5]([OH:6])[C@H:3]1[OH:4].[K].[C:24]([C:27]1[CH:32]=[CH:31][C:30]([N:33]2[C:37](=[O:38])[CH2:36][S:35][C:34]2=[S:39])=[CH:29][CH:28]=1)([OH:26])=[O:25]>C(O)C.N1CCCCC1>[C:24]([C:27]1[CH:28]=[CH:29][C:30]([N:33]2[C:37](=[O:38])[C:36](=[CH:19][C:16]3[CH:17]=[CH:18][C:13]([O:1][C@@H:2]4[O:10][C@H:9]([CH2:11][OH:12])[C@H:7]([OH:8])[C@H:5]([OH:6])[C@H:3]4[OH:4])=[C:14]([O:21][CH3:22])[CH:15]=3)[S:35][C:34]2=[S:39])=[CH:31][CH:32]=1)([OH:26])=[O:25]