HRID411616

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID96951

2-Acetamido-4-methylthiazole-5-sulphonyl chloride

C6H7ClN2O3S2

HCID22226298

未命名化合物

结构：COc1ccc2[nH]c(S(=O)Cc3ncc(C)c(OC)c3C)nc2c1

HCID178488149

未命名化合物

2 次

PRODUCTS

生成物

结构：COc1ccc2c(c1)nc(S(=O)Cc1ncc(C)c(OC)c1C)n2S(=O)(=O)c1sc(NC(C)=O)nc1C

HCID10218459

未命名化合物

收率 51.7%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

溶剂HCID8471

Triethylamine

C6H15N

PROCEDURE

实验过程

172 mg of 5-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole was dissolved in 10 ml of dichloromethane and 0.4 ml of triethylamine, and 128 mg of 2-acetamido-4-methyl-5-thiazolyl sulfonyl chloride was added. The reaction mixture was stirred at room temperature for 15 hr. Product spot was shown at slightly higher position than 5-methoxy-2-[[(3,5-dimethyl-4-methoxy-2-pyridyl)methyl]sulfinyl]-1H-benzimidazole in thin layer chromatography (developing solvent: dichloromethane-acetonitrile-methanol=100: 10: 5). Product was separated by silica gel column chromatography. 145 mg of the titled product was isolated.

WORKUP

后处理

customProduct was separated by silica gel column chromatography

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-7cd2aead064d4e10824ddaf355b363ef
来源数据集: uspto-grants-2003_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06559167B1
来源说明: uspto-grants-2003_05

反应 SMILES

[CH3:1][O:2][C:3]1[CH:24]=[CH:23][C:6]2[NH:7][C:8]([S:10]([CH2:12][C:13]3[C:18]([CH3:19])=[C:17]([O:20][CH3:21])[C:16]([CH3:22])=[CH:15][N:14]=3)=[O:11])=[N:9][C:5]=2[CH:4]=1.[C:25]([NH:28][C:29]1[S:30][C:31]([S:35](Cl)(=[O:37])=[O:36])=[C:32]([CH3:34])[N:33]=1)(=[O:27])[CH3:26].ClCCl.C(#N)C.CO>ClCCl.C(N(CC)CC)C>[C:25]([NH:28][C:29]1[S:30][C:31]([S:35]([N:7]2[C:6]3[CH:23]=[CH:24][C:3]([O:2][CH3:1])=[CH:4][C:5]=3[N:9]=[C:8]2[S:10]([CH2:12][C:13]2[C:18]([CH3:19])=[C:17]([O:20][CH3:21])[C:16]([CH3:22])=[CH:15][N:14]=2)=[O:11])(=[O:36])=[O:37])=[C:32]([CH3:34])[N:33]=1)(=[O:27])[CH3:26]