HRID2221651

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID5104973

Azidotrimethyltin(IV)

C3H9N3Sn

HCID69216103

未命名化合物

PRODUCTS

产物

HCID178492771

未命名化合物

收率 65%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

A mixture of 3-{4-[(2-methoxy-4-{[(triisopropylsilyl)oxy]methyl}phenoxy)methyl]-5-methyl-1,3-oxazol-2-yl}benzonitrile (0.52 g), trimethyl tin azide (0.62 g) and toluene (10 mL) was heated under reflux for 15 hrs. The reaction mixture was concentrated, and the residue was subjected to silica gel column chromatography to give 5-(3-{4-[(2-methoxy-4-{[(triisopropylsilyl)oxy]methyl}phenoxy)methyl]-5-methyl-1,3-oxazol-2-yl}phenyl)-1H-tetrazole as colorless crystals (0.36 g, yield 65%), from a fraction eluted with ethyl acetate-methanol (95:5, v/v). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 152-153° C.

WORKUP

后处理

temperaturewas heated
temperatureunder reflux for 15 hrs
concentrationThe reaction mixture was concentrated

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-52fa5d2aceb946bbb649da862877ef88
来源数据集: uspto-grants-2008_05
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US07368578B2
来源说明: uspto-grants-2008_05

反应SMILES

[CH3:1][O:2][C:3]1[CH:24]=[C:23]([CH2:25][O:26][Si:27]([CH:34]([CH3:36])[CH3:35])([CH:31]([CH3:33])[CH3:32])[CH:28]([CH3:30])[CH3:29])[CH:22]=[CH:21][C:4]=1[O:5][CH2:6][C:7]1[N:8]=[C:9]([C:13]2[CH:14]=[C:15]([CH:18]=[CH:19][CH:20]=2)[C:16]#[N:17])[O:10][C:11]=1[CH3:12].C[Sn]([N:41]=[N+:42]=[N-:43])(C)C>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:24]=[C:23]([CH2:25][O:26][Si:27]([CH:28]([CH3:29])[CH3:30])([CH:34]([CH3:36])[CH3:35])[CH:31]([CH3:33])[CH3:32])[CH:22]=[CH:21][C:4]=1[O:5][CH2:6][C:7]1[N:8]=[C:9]([C:13]2[CH:14]=[C:15]([C:16]3[NH:43][N:42]=[N:41][N:17]=3)[CH:18]=[CH:19][CH:20]=2)[O:10][C:11]=1[CH3:12]