Ethyl Acetate → 4-(2-Azidomethyl-phenyl)-[1,2,3]thiadiazole

HRID 397497노트

반응식

HRID 397497 반응식
Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:10]=[N:11][S:12][CH:13]=1.[N-:14]=[N+:15]=[N-:16].[Na+].C(OCC)(=O)C.CCCCCC.C(OCC)(=O)C>CN(C)C=O>[N:14]([CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:10]=[N:11][S:12][CH:13]=1)=[N+:15]=[N-:16]

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 33557Sodium AzideHCID 21226206Ethyl acetate hexaneHCID 218662434-(2-Bromomethyl-phenyl)-[1,2,3]thiadiazole

생성물 1

HCID 218662814-(2-Azidomethyl-phenyl)-[1,2,3]thiadiazole

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 4-(2-bromomethyl-phenyl)-[1,2,3]thiadiazole (7.0 g, 0.027 mol) and sodium azide (5.3 g, 0.081 mol) in N,N-dimethylformamide (200 ml) was stirred at room temperature overnight. Ethyl acetate was added and the reaction mixture was washed with water and brine. Drying and solvent evaporation gave an oil; flash chromatography (silica gel, hexane-ethyl acetate, 96:4) gave 4-(2-azidomethyl-phenyl)-[1,2,3]thiadiazole; 1H NMR (CDCl3, 300 MHz) δ8.74 (s, 1H), 7.76 (m, 1H), 7.53 (m, 3H), 4.54 (s, 2H).

후처리

  1. washthe reaction mixture was washed with water and brine
  2. customDrying
  3. customsolvent evaporation
  4. customgave an oil

출처 및 근거

ORD 기록
ord-037756aa0ef6463a8baae3eda02eb1ad
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06610701B2

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