Acetyl chloride → 2-(4-Nitrophenyl)benzo[d]thiazol-6-yl acetate

HRID 643646노트

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HRID 643646 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:11][C:12]3[CH:18]=[C:17]([OH:19])[CH:16]=[CH:15][C:13]=3[N:14]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[H-].[Na+].[C:22](Cl)(=[O:24])[CH3:23]>C1COCC1>[C:22]([O:19][C:17]1[CH:16]=[CH:15][C:13]2[N:14]=[C:10]([C:7]3[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=3)[S:11][C:12]=2[CH:18]=1)(=[O:24])[CH3:23]

참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 24758Sodium hydrideHCID 108909996-Benzothiazolol, 2-(4-nitrophenyl)-

생성물 1

HCID 592629692-(4-Nitrophenyl)benzo[d]thiazol-6-yl acetate수율 98.6%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

Under N2, 24 (4.0 mmol) was dissolved in THF (100 ml) and, at 0° C., NaH (8.2 mmol) was slowly added. The mixture was stirred for 30 min at 0° C. and acetyl chloride (6.0 mmol) was added dropwise. The resulting mixture was then stirred at room temperature overnight. The reaction was hydrolyzed and extracted with ethyl acetate. The organic layer was dried over Na2SO4 and the solvent was removed via a rotary evaporator. The residue was purified by chromatography on silica gel using 7:3 hexane/ethyl acetate as the eluent to yield 1.24 g (74%) of 25 as a yellow solid.

후처리

  1. stirringThe resulting mixture was then stirred at room temperature overnight
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over Na2SO4
  4. customthe solvent was removed via a rotary evaporator
  5. customThe residue was purified by chromatography on silica gel using 7:3 hexane/ethyl acetate as the eluent

출처 및 근거

ORD 기록
ord-25e07eadc45e419c8c81cb2a002db935
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07700616B2

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