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Dimethylformamide → 2-(4,6-Dimethoxy-2-triazinylamino)-2-(9-fluorenyl)acetic acid

HRID 2305372
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인쇄 미리보기

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HRID 2305372 반응식
[NH2:1][CH:2]([CH:6]1[C:18]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:12]2[C:7]1=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:3]([OH:5])=[O:4].[CH3:19][O:20][C:21]1[CH:26]=[C:25]([O:27][CH3:28])[NH:24][N:23](Cl)[N:22]=1.C(=O)([O-])[O-].[Na+].[Na+].CN(C=O)C>O.C(OCC)(=O)C>[CH3:19][O:20][C:21]1[CH:26]=[C:25]([O:27][CH3:28])[NH:24][N:23]([NH:1][CH:2]([CH:6]2[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[C:13]3[C:18]2=[CH:17][CH:16]=[CH:15][CH:14]=3)[C:3]([OH:5])=[O:4])[N:22]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 2504002-amino-2-(9H-fluoren-9-yl)acetic acidHCID 221477162-Chloro-4,6-dimethoxy-triazine

생성물 1

HCID 184328062-(4,6-Dimethoxy-2-triazinylamino)-2-(9-fluorenyl)acetic acid수율 29.1%

시약·촉매·용매 2

HCID 962
Water
용매
2회
HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

2.29 g (9.6 mmol) of 2-amino-2-(9-fluorenyl)acetic acid, 0.70 g (4.0 mmol) of 4,6-dimethoxy-2-chlorotriazine and 0.51 g (4.8 mmol) of sodium carbonate were introduced into a mixture of 16 ml of DMF and 16 ml of water and stirred at 80° C. for 13 hours. Then ethyl acetate and water were added and the phases were separated. The aqueous phase was acidified with 6 normal HCl and extracted three times with ethyl acetate. The organic phases were dried with MgSO4 and concentrated. The crude product was chromatographed on silica gel with ethyl acetate/n-heptane (1:1). 0.44 g (29.1%) of a white powder was obtained; RF=0.135, melting point 182-186° C.

후처리

  1. customthe phases were separated
  2. extractionextracted three times with ethyl acetate
  3. dry with materialThe organic phases were dried with MgSO4
  4. concentrationconcentrated
  5. customThe crude product was chromatographed on silica gel with ethyl acetate/n-heptane (1:1)

출처 및 근거

ORD 기록
ord-1ec9a518fef24f69bb940d6171d03d1f
출처 데이터셋
uspto-grants-2002_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06440975B1

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