N,N-Dimethyl-1,3-propanediamine → HCID 10732674, compound

HRID 1743076Notes

Reaction equation

HRID 1743076 reaction equation
[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH2:6].[Cl:8][C:9]1[CH:10]=[C:11]2[C:15](=[CH:16][CH:17]=1)[N:14]([C:18](OC1C=CC([N+]([O-])=O)=CC=1)=[O:19])[C:13](=[O:30])[CH2:12]2>ClCCl>[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH:6][C:18]([N:14]1[C:15]2[C:11](=[CH:10][C:9]([Cl:8])=[CH:17][CH:16]=2)[CH2:12][C:13]1=[O:30])=[O:19]

Participants

4

Reactant 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 10759019HCID 10759019, compound

Product 1

HCID 10732674HCID 10732674, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

12.08 mmol of 3-(dimethylamino)propylamine are added at ambient temperature to a solution of 12.08 mmol of 4-nitrophenyl 5-chloro-2,3-dihydro-2-oxo-1H-indole-1-carboxylate in 70 ml of dichloromethane. The reaction is immediate. After extraction of the resulting solution with a 0.05N solution of sodium hydroxide until the aqueous phase no longer exhibits a yellow colour, the organic phase is dried, filtered and evaporated under reduced pressure. The expected compound is isolated in the form of a brown solid.

Workup

  1. extractionAfter extraction of the resulting solution with a 0.05N solution of sodium hydroxide until the aqueous phase
  2. customthe organic phase is dried
  3. filtrationfiltered
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-a4b4ab9a3bc3499a8da8345b7f68b1d6
Source dataset
uspto-grants-2006_03
Patent number
US07008613B2

Reaction notes

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