Acetonitrile → 4,5-Diaminofluorescein diacetate

HRID 363741Notes

Reaction equation

HRID 363741 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][C:4]2[O:8][C:9]3[CH:26]=[C:25]([OH:27])[CH:24]=[CH:23][C:10]=3[C:11]3([O:20][C:18](=[O:19])[C:17]4[C:12]3=[CH:13][C:14]([NH2:22])=[C:15]([NH2:21])[CH:16]=4)[C:3]=2[CH:2]=1.[C:28](=[O:31])([O-])[O-].[Cs+].[Cs+].[C:34](OC(=O)C)(=[O:36])[CH3:35].[C:41](#N)C>>[CH3:35][C:34]([O:7][C:6]1[CH:1]=[CH:2][C:3]2[C:11]3([O:20][C:18](=[O:19])[C:17]4[C:12]3=[CH:13][C:14]([NH2:22])=[C:15]([NH2:21])[CH:16]=4)[C:10]3[CH:23]=[CH:24][C:25]([O:27][C:28]([CH3:41])=[O:31])=[CH:26][C:9]=3[O:8][C:4]=2[CH:5]=1)=[O:36]

Participants

5

Reactant 4

HCID 6342AcetonitrileHCID 7918Acetic AnhydrideHCID 10796Cesium carbonateHCID 106663404,5-Diaminofluorescein

Product 1

HCID 66036934,5-Diaminofluorescein diacetate

Procedure

DAF-2 obtained in Example 4 was dissolved in acetonitrile containing cesium carbonate, and the solution was added with 1 equivalent of acetic anhydride and stirred at room temperature for one hour. After evaporating the solvent under reduced pressure, the residue was purified by silica gel column chromatography to obtain DAF-2 DA.

Workup

  1. customAfter evaporating the solvent under reduced pressure
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-d8d3631a1f674387bbb1c435b520f954
Source dataset
uspto-grants-1999_02
Patent number
US05874590

Reaction notes

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