HRID36269

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8855

Butyryl chloride

C4H7ClO

结构：CCCCc1nn(-c2cc(N)ccc2Cl)c(=O)n1Cc1ccc(-c2ccccc2S(=O)(=O)NC(=O)c2ccccc2Cl)cc1

HCID10032193

未命名化合物

PRODUCTS

生成物

结构：CCCCc1nn(-c2cc(NC(=O)CCC)ccc2Cl)c(=O)n1Cc1ccc(-c2ccccc2S(=O)(=O)NC(=O)c2ccccc2Cl)cc1

HCID10439862

未命名化合物

收率 65%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID14284

N,N-Dimethylpyridin-4-amine

C7H10N2

溶剂HCID1049

Pyridine

C5H5N

PROCEDURE

实验过程

A mixture of 100 mg (0.154 mmole) of 2-(5-amino-2-chlorophenyl)-5-n-butyl-4-[[2'-[N-(2-chlorobenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one (from Example 60), 18.8 mg (0.154 mmole) of 4-(dimethylamino)pyridine (DMAP), 80 μL (82 mg, 0.77 mmole) of butyryl chloride, and 1 mL of pyridine was stirred at room temperature overnight. Work-up of the reaction as in Example 57 provided a 65% yield of the title compound as a white solid, mp >130° C., homogeneous by TLC (9:1 MeOH-CH2Cl2), mass spectrum (FAB) m/e 758 (M+K)+.

WORKUP

后处理

customWork-up of the reaction as in Example 57

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-bfb613ded7fe417dbedbecc26ddc5106
来源数据集: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05411980
来源说明: uspto-grants-1995_05

反应 SMILES

[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:44])=[C:6]([N:8]2[C:12](=[O:13])[N:11]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[S:27](=[O:39])(=[O:38])[NH:28][C:29](=[O:37])[C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=4[Cl:36])=[CH:17][CH:16]=3)[C:10]([CH2:40][CH2:41][CH2:42][CH3:43])=[N:9]2)[CH:7]=1.[C:45](Cl)(=[O:49])[CH2:46][CH2:47][CH3:48]>CN(C)C1C=CN=CC=1.N1C=CC=CC=1>[CH2:40]([C:10]1[N:11]([CH2:14][C:15]2[CH:16]=[CH:17][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[S:27](=[O:38])(=[O:39])[NH:28][C:29](=[O:37])[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[Cl:36])=[CH:19][CH:20]=2)[C:12](=[O:13])[N:8]([C:6]2[CH:7]=[C:2]([NH:1][C:45](=[O:49])[CH2:46][CH2:47][CH3:48])[CH:3]=[CH:4][C:5]=2[Cl:44])[N:9]=1)[CH2:41][CH2:42][CH3:43]