1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → Acecainide

HRID 1107603Notes

Reaction equation

HRID 1107603 reaction equation
[CH3:1][CH2:2][NH:3][CH2:4][CH2:5][NH:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]([CH3:18])=[O:17])=[CH:11][CH:10]=1)=[O:8].[CH:19]1C=CC2N(O)N=NC=2[CH:24]=1.CCN=C=NCCCN(C)C>CN(C=O)C>[CH3:1][CH2:2][N:3]([CH2:4][CH2:5][NH:6][C:7]([C:9]1[CH:10]=[CH:11][C:12]([NH:15][C:16]([CH3:18])=[O:17])=[CH:13][CH:14]=1)=[O:8])[CH2:19][CH3:24]

Participants

5

Reactant 3

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 155689Desethyl-N-acetylprocainamide

Product 1

HCID 4342Acecainide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent3×

Conditions

Temperature
6 °C

Procedure

The N-Acetylprocainamide probe was prepared as follows: 1.0 mg desethyl-N-Acetylprocainamide was placed in a 3.0 ml reaction vial and dissolved with 100 μl DMF. In a separate vial, caged dicarboxy silicon phthalocyanine (1.0 mg) was dissolved in 400 μl DMF and then transferred to the reaction vial along with 200 μl of wash DMF for a total of 600 μl. To the reaction vial was added 4.2 mg HOBT, dissolved and mixed well. To make the final reaction mixture, 10.5 mg EDAC was added and mixed thoroughly. The reaction mixture was stirred overnight at about 4 to 8° C.

Workup

  1. dissolutiondissolved
  2. additionmixed well
  3. additionwas added
  4. additionmixed thoroughly

Sources & evidence

ORD record
ord-f1cdb6011f1e4b3aae4b3bfdc7c3b872
Source dataset
uspto-grants-2000_05
Patent number
US06060598

Reaction notes

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