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

HRID 2305372
ノート
印刷プレビュー

反応式

HRID 2305372 の反応式
[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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
2 回
HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-1ec9a518fef24f69bb940d6171d03d1f
出典データセット
uspto-grants-2002_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06440975B1

反応ノート

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