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Cesium carbonate → 6-(ethylsulfonyl)-2H-1,4-benzoxazin-3(4H)-one

HRID 1644388
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HRID 1644388 반응식
[CH2:1]([S:3]([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[C:8]([NH2:13])[CH:7]=1)(=[O:5])=[O:4])[CH3:2].C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:21][C:22](Br)=[O:23]>CN(C=O)C>[CH2:1]([S:3]([C:6]1[CH:11]=[CH:10][C:9]2[O:12][CH2:21][C:22](=[O:23])[NH:13][C:8]=2[CH:7]=1)(=[O:5])=[O:4])[CH3:2]
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참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 61147Bromoacetyl bromideHCID 6432182-Amino-4-(ethylsulphonyl)phenol

생성물 1

HCID 27364706-(ethylsulfonyl)-2H-1,4-benzoxazin-3(4H)-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
0 °C

실험 절차

Commercially available 4-ethylsulfonyl-2-aminophenol (4.02 g, 20 mmol) was dissolved in DMF (30 mL) and mixed with cesium carbonate (6.5 g, 20 mmol). The reaction mixture was cooled to 0° C. and bromoacetyl bromide (4.0 g, 20 mmol) in DMF (5 mL) was added dropwise. The reaction was stirred overnight at room temperature. After aqueous work up, the product was purified by silica gel chromatography with methanol/dichloromethane to give the product as an orange solid, 1.7 g (35%).

후처리

  1. customAfter aqueous work up, the product was purified by silica gel chromatography with methanol/dichloromethane

출처 및 근거

ORD 기록
ord-06932f5287e946bf9c068a378e150893
출처 데이터셋
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08124602B2

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