1,3-Dimethyl-2-imidazolidinone → HCID 18977147, compound

HRID 2393739Notes

Reaction equation

HRID 2393739 reaction equation
C(N(CC)CC)C.CN1CCN(C)C1=O.[NH2:16][CH2:17][CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[CH2:27][CH2:28][C:29](=[O:32])[NH:30][N:31]=2)=[CH:22][CH:21]=1.Cl[CH2:34][CH2:35][S:36](Cl)(=[O:38])=[O:37]>O1CCCC1>[CH:35]([S:36]([NH:16][CH2:17][CH2:18][CH2:19][C:20]1[CH:21]=[CH:22][C:23]([C:26]2[CH2:27][CH2:28][C:29](=[O:32])[NH:30][N:31]=2)=[CH:24][CH:25]=1)(=[O:38])=[O:37])=[CH2:34]

Participants

6

Reactant 4

HCID 66611,3-Dimethyl-2-imidazolidinoneHCID 8471TriethylamineHCID 15385Ethanesulfonylchloride, 2-chloro-HCID 18977171HCID 18977171, compound

Product 1

HCID 18977147HCID 18977147, compoundYield 51.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

7.50 g of triethylamine was added to a 1,3-dimethyl-2-imidazolidinone suspension (75 ml) containing 7.51 g of 6-[4-(3-aminopropyl)phenyl]-4,5-dihydropyridazin-3(2H)-one, and the mixture was stirred at room temperature for 10 minutes. Then, a tetrahydrofuran solution (40 ml) containing 5.85 g of chloroethylsulfonyl chloride was added to the mixture, and the resulting mixture was stirred at room temperature for 1 hour. The reaction mixture was poured into ice water, and precipitated crystal was collected by filtration and recrystallized from acetonitrile to obtain 5.39 g of 6-[4-(3-vinylsulfonylaminopropyl)phenyl]-4,5-dihydropyridazin-3(2H)-one.

Workup

  1. additionwas added to the mixture
  2. stirringthe resulting mixture was stirred at room temperature for 1 hour
  3. customprecipitated crystal
  4. filtrationwas collected by filtration
  5. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-389bca05e55a447abf7edaa79a2f3024
Source dataset
uspto-grants-1998_09
Patent number
US05808065

Reaction notes

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