HRID896691

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID15096

Tributyltin chloride

C12H27ClSn

HCID33557

未命名化合物

结构：CC(C)c1cc(-c2cccc(CC(C#N)c3ccc(S(C)(=O)=O)cc3)c2)c2ncccc2c1

HCID10204508

未命名化合物

PRODUCTS

生成物

结构：CC(C)c1cc(-c2cccc(CC(c3ccc(S(C)(=O)=O)cc3)c3nnn[nH]3)c2)c2ncccc2c1

HCID178438781

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID7237

o-Xylene

C8H10

CONDITIONS

反应条件

温度: 21 °C

PROCEDURE

实验过程

A solution of Example 78 (160 mg, 0.35 mmol), tri-n-butyltin chloride (0.478 mL, 1.76 mmol) and sodium azide (115 mg, 1.76 mmol) in xylene (5 mL) was heated at 150° C. for 18 h. Cooling to 21° C., then purification by flash chromatography (eluting with CH2Cl2/MeOH, NH4OH, 50:5:1) followed by stirring vigorously in ether for 1 h, then filtered, afforded the title compound as a white powder.

WORKUP

后处理

custompurification
washby flash chromatography (eluting with CH2Cl2/MeOH, NH4OH, 50:5:1)
filtrationfiltered

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-1421440d0a4d44bc90c266ad93da7a00
来源数据集: uspto-grants-2005_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06919353B2
来源说明: uspto-grants-2005_07

反应 SMILES

[CH:1]([C:4]1[CH:5]=[C:6]2[C:11](=[C:12]([C:14]3[CH:15]=[C:16]([CH2:20][CH:21]([C:24]4[CH:29]=[CH:28][C:27]([S:30]([CH3:33])(=[O:32])=[O:31])=[CH:26][CH:25]=4)[C:22]#[N:23])[CH:17]=[CH:18][CH:19]=3)[CH:13]=1)[N:10]=[CH:9][CH:8]=[CH:7]2)([CH3:3])[CH3:2].C([Sn](Cl)(CCCC)CCCC)CCC.[N-:48]=[N+:49]=[N-:50].[Na+]>C1(C)C(C)=CC=CC=1>[CH:1]([C:4]1[CH:5]=[C:6]2[C:11](=[C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([CH2:20][CH:21]([C:24]4[CH:25]=[CH:26][C:27]([S:30]([CH3:33])(=[O:32])=[O:31])=[CH:28][CH:29]=4)[C:22]4[NH:50][N:49]=[N:48][N:23]=4)[CH:15]=3)[CH:13]=1)[N:10]=[CH:9][CH:8]=[CH:7]2)([CH3:3])[CH3:2]