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Dimethyl Sulfoxide → 2-Chlorobenzyl azide

HRID 400815
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HRID 400815 반응식
[N-:1]=[N+:2]=[N-:3].[Na+].CS(C)=O.CCN(C(C)C)C(C)C.[Cl:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[CH2:25]Cl>O>[N:1]([CH2:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[Cl:18])=[N+:2]=[N-:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 679Dimethyl SulfoxideHCID 119062-Chlorobenzyl chlorideHCID 33557Sodium AzideHCID 81531Diisopropylethylamine

생성물 1

HCID 121946022-Chlorobenzyl azide

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Sodium azide (3.36 g, 51.1 mmol, Eq: 1.05) was charged in the reactor followed by DMSO (35.2 g, 32.0 ml) and Hunig's base (642 mg, 868 μl, 4.87 mmol, Eq: 0.1). The suspension was stirred for 10 Min. at 25° C. Then 1-chloro-2-(chloromethyl)benzene (8 g, 6.29 ml, 48.7 mmol, Eq: 1.00) was added dropwise over 60 min. (Tr=25° C.) and stirred at 25° C. until reaction completion (<2 h). The resulting white suspension was treated with water (1.6 g, 1.6 ml) and stirred for 45 Min. at R.T. The suspension was filtered and the filter cake was washed with DMSO (17.6 g, 16.0 ml) to give a colorless solution of 1-(azidomethyl)-2-chloro-benzene solution.

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후처리

  1. customat 25° C
  2. stirringstirred at 25° C. until reaction completion (<2 h)
  3. stirringstirred for 45 Min
  4. customat R.T
  5. filtrationThe suspension was filtered
  6. washthe filter cake was washed with DMSO (17.6 g, 16.0 ml)

출처 및 근거

ORD 기록
ord-3d6f7de359a64c738b31a2edc9ff0426
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08741906B2

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