6-(N-(4-aminobutyl)-N-ethyl)amino-2,3-dihydrophthalazine-1,4-dione → Isoluminol

HRID 1349934Notes

Reaction equation

HRID 1349934 reaction equation
CC[N:3]([C:9]1[CH:14]=[CH:13][C:12]2[C:15]([NH:17][NH:18][C:19](=[O:20])[C:11]=2[CH:10]=1)=[O:16])CCCCN>C(Cl)Cl>[CH:14]1[C:9]([NH2:3])=[CH:10][C:11]2[C:19]([NH:18][NH:17][C:15](=[O:16])[C:12]=2[CH:13]=1)=[O:20]

Participants

3

Reactant 1

HCID 1964416-(N-(4-aminobutyl)-N-ethyl)amino-2,3-dihydrophthalazine-1,4-dione

Product 1

HCID 95014Isoluminol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 100 mg activated ester-terminated dendrimer (e.g., PAMAM-CONHS) in 15 ml CH2Cl2 with 0.1ml triethylamine is added N-(4-aminobutyl)-N-ethylisoluminol (ABEI, 1.01 eq isoluminol per activated ester end group). The reaction is stirred overnight at room temperature, diluted with CH2Cl2 to 75 ml and washed with water (3×30 ml) and saturated Na2CO3 (3×30 ml). The organic layer is dried over Na2SO4and stripped of solvent to yield the dendritic isoluminol conjugate.

Workup

  1. customterminated dendrimer (e.g., PAMAM-CONHS) in 15 ml CH2Cl2 with 0.1ml triethylamine
  2. washwashed with water (3×30 ml) and saturated Na2CO3 (3×30 ml)
  3. customThe organic layer is dried over Na2SO4and

Sources & evidence

ORD record
ord-79f940f71e284bf7946dd7fc91edf9a0
Source dataset
uspto-grants-2007_05
Patent number
US07214546B2

Reaction notes

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