HRID371201

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID4277

Dicyclohexylurea

C13H24N2O

HCID10868

Dicyclohexylcarbodiimide

C13H22N2

HCID12494113

未命名化合物

结构：CCCC[N+](CCCC)(CCCC)CCCC.NC1CN(S(=O)(=O)[O-])C1=O

HCID13309501

未命名化合物

PRODUCTS

生成物

结构：CCCC[N+](CCCC)(CCCC)CCCC.CSC(=S)SC(C(=O)N[C@H]1CN(S(=O)(=O)[O-])C1=O)c1ccccc1

HCID131714264

未命名化合物

收率 50.3%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6342

Acetonitrile

C2H3N

2 次

PROCEDURE

实验过程

A solution of 1.03 g of (±)-α-[[(methylthio)thioxomethyl]thio]benzeneacetic acid and 1.63 g of 3-amino-2-oxo-1-azetidinesulfonic acid, tetrabutylammonium salt (see Example 6A) in 30 ml of acetonitrile is treated with 0.8 g of dicyclohexylcarbodiimide dissolved in 10 ml of acetonitrile at -5° C. After stirring for about 16 hours the formed dicyclohexyl urea is filtered off and the mother liquor is evaporated. The remaining oily residue is chromatographed on a column of 400 g of silica (ethyl/acetate/methanol/water (8.5:1:0.5) is the eluent), yielding 1.3 g of the title compound.

WORKUP

后处理

filtrationis filtered off
customthe mother liquor is evaporated
customThe remaining oily residue is chromatographed on a column of 400 g of silica (ethyl/acetate/methanol/water (8.5:1:0.5)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-7b2359e0f88941388ba976f4b66cbeab
来源数据集: uspto-grants-1985_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04529698
来源说明: uspto-grants-1985_07

反应 SMILES

[CH3:1][S:2][C:3](=[S:15])[S:4][CH:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:6]([OH:8])=O.[CH2:16]([N+:20]([CH2:29][CH2:30][CH2:31][CH3:32])([CH2:25][CH2:26][CH2:27][CH3:28])[CH2:21][CH2:22][CH2:23][CH3:24])[CH2:17][CH2:18][CH3:19].[NH2:33][CH:34]1[CH2:37][N:36]([S:38]([O-:41])(=[O:40])=[O:39])[C:35]1=[O:42].C1(N=C=NC2CCCCC2)CCCCC1.C1(NC(=O)NC2CCCCC2)CCCCC1>C(#N)C>[CH2:29]([N+:20]([CH2:16][CH2:17][CH2:18][CH3:19])([CH2:21][CH2:22][CH2:23][CH3:24])[CH2:25][CH2:26][CH2:27][CH3:28])[CH2:30][CH2:31][CH3:32].[CH3:1][S:2][C:3](=[S:15])[S:4][CH:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:6]([NH:33][C@H:34]1[CH2:37][N:36]([S:38]([O-:41])(=[O:40])=[O:39])[C:35]1=[O:42])=[O:8]