Water → HCID 19592904, compound

HRID 613567Notes

Reaction equation

HRID 613567 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[N:15]=[CH:14][CH:13]=[C:12]2[NH:17][NH2:18])=[O:5].[C:24]1(=[O:30])[O:29][C:27](=[O:28])[CH2:26][CH2:25]1.O>CN(C)C=O>[Cl:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[C:3]=1[C:4]([NH:6][C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:16]=1[N:15]=[CH:14][CH:13]=[C:12]2[NH:17][NH:18][C:24](=[O:30])[CH2:25][CH2:26][C:27]([OH:29])=[O:28])=[O:5]

Participants

5

Reactant 3

HCID 962WaterHCID 7922Succinic anhydrideHCID 19592850HCID 19592850, compound

Product 1

HCID 19592904HCID 19592904, compoundYield 27.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 8-(2,6-dichlorobenzoylamino)-4-hydrazinoquinoline (298 mg) in dimethylformamide (4 ml) was added succinic anhydride (94 mg), and the mixture was stirred at ambient temperature for 12 hours. To the mixture was added water (10 ml) and the precipitate was collected. The solid was treated with hot ethanol (5 ml), allowed to cool to ambient temperature, filtered and washed with water to give 8-(2,6-dichlorobenzoylamino)-4-[2-(3-carboxypropanoyl)hydrazino]quinoline as a yellow crystal (105 mg).

Workup

  1. customthe precipitate was collected
  2. additionThe solid was treated with hot ethanol (5 ml)
  3. temperatureto cool to ambient temperature
  4. filtrationfiltered
  5. washwashed with water

Sources & evidence

ORD record
ord-edc37e45ceb446598e9c6c96ec0bf542
Source dataset
uspto-grants-1999_12
Patent number
US06008230

Reaction notes

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