Chloride → HCID 13935120, compound

HRID 580711Notes

Reaction equation

HRID 580711 reaction equation
[NH2:1][C:2]1[C:3]2[C:8]([N:9]=[C:10]3[C:15]=1[C:14](=[O:16])[CH2:13][CH2:12][CH2:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2.[H-].[Na+].[CH3:19][N:20]([CH3:24])[CH2:21][CH2:22]Cl.[Cl-]>CN(C)C=O>[CH3:19][N:20]([CH3:24])[CH2:21][CH2:22][NH:1][C:2]1[C:3]2[C:8]([N:9]=[C:10]3[C:15]=1[C:14](=[O:16])[CH2:13][CH2:12][CH2:11]3)=[CH:7][CH:6]=[CH:5][CH:4]=2

Participants

6

Reactant 4

HCID 312ChlorideHCID 79012-Chloro-N,N-dimethylethylamineHCID 24758Sodium hydrideHCID 1843619-amino-3,4-dihydroacridin-1(2H)-one

Product 1

HCID 13935120HCID 13935120, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

To a suspension of 9-amino-3,4-dihydroacridin-1(2H)-one (10.0 g) in 100 ml of dimethylformamide was added a 50% suspension of sodium hydride in oil (2.9 g). To this was added 2-dimethylaminoethyl chloride (6.5 g). The mixture was heated to 60° C. pot temperature for 2.5 hours, an additional 2.7 g of the chloride was added and this was heated for an additional 1 hour.

Workup

  1. temperaturethis was heated for an additional 1 hour

Sources & evidence

ORD record
ord-005106cfe7e047eea14559c71bd23d39
Source dataset
uspto-grants-1988_06
Patent number
US04754050

Reaction notes

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