4-Nitrobenzyl chloride → HCID 15340882, compound

HRID 1860394Notes

Reaction equation

HRID 1860394 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH2:12][CH2:13][C:14](=[O:17])[NH:15][N:16]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].CC(C)([O-])C.[K+].[N+:24]([C:27]1[CH:34]=[CH:33][C:30]([CH2:31]Cl)=[CH:29][CH:28]=1)([O-:26])=[O:25]>C1COCC1>[N+:24]([C:27]1[CH:34]=[CH:33][C:30]([CH2:31][N:15]2[C:14](=[O:17])[CH2:13][CH2:12][C:11]([C:5]3[CH:6]=[CH:7][C:8]([O:9][CH3:10])=[C:3]([O:2][CH3:1])[CH:4]=3)=[N:16]2)=[CH:29][CH:28]=1)([O-:26])=[O:25]

Participants

5

Reactant 3

HCID 74824-Nitrobenzyl chlorideHCID 317789NSC251211HCID 23665647Potassium tert-butoxide

Product 1

HCID 15340882HCID 15340882, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 4.70 g of 6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-one (“A”) in 150 ml of THF is treated with 2.24 g of potassium tertbutoxide and stirred for 30 minutes. 4.32 g of 4-nitrobenzyl chloride are added thereto and the mixture is stirred at room temperature for 10 hours. The solvent is removed. and the residue is worked up in the customary manner. 2-(4-Nitrobenzyl)-6-(3,4-dimethoxyphenyl)-2,3,4,5-tetrahydropyridazin-3-one, m.p. 126°, is obtained.

Workup

  1. stirringthe mixture is stirred at room temperature for 10 hours
  2. customThe solvent is removed

Sources & evidence

ORD record
ord-3f63e0baea144a1884a6198d8afacbf1
Source dataset
uspto-grants-2003_03
Patent number
US06531473B2

Reaction notes

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