Iodoethane → HCID 15007190, compound

HRID 1085794Notes

Reaction equation

HRID 1085794 reaction equation
[Cl:1][C:2]1[C:3](=[O:25])[NH:4][N:5]=[C:6]([N+:22]([O-:24])=[O:23])[C:7]=1[NH:8][CH2:9][C:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:13]([O:20][CH3:21])=[CH:12][CH:11]=1.[CH2:26](I)[CH3:27].C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[CH2:26]([N:4]1[C:3](=[O:25])[C:2]([Cl:1])=[C:7]([NH:8][CH2:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13]([O:20][CH3:21])=[CH:12][CH:11]=2)[C:6]([N+:22]([O-:24])=[O:23])=[N:5]1)[CH3:27]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 15007189HCID 15007189, compound

Product 1

HCID 15007190HCID 15007190, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture comprising 100 mg of 4-chloro-5-(4-methoxy-1-naphthylmethylamino)-6-nitro-3(2H)pyridazinone (Compound No. 30) prepared in Preparation Example 4, 218 mg of ethyl iodide, 193 mg of potassium carbonate and 30 ml of methyl ethyl ketone, was refluxed under stirring for 1.5 hours. The reaction mixture was filtered, and the solvent of the filtrate was distilled off under reduced pressure. Water was poured to the residue thus obtained, and the mixture was extracted with benzene. The extract was washed with water and with a saturated sodium chloride aqueous solution and dried over sodium sulfate. Then, the solvent was distilled off to obtain 110 mg of the above identified compound as a slightly yellow brown caramel substance.

Workup

  1. temperaturewas refluxed
  2. filtrationThe reaction mixture was filtered
  3. distillationthe solvent of the filtrate was distilled off under reduced pressure
  4. additionWater was poured to the residue
  5. customthus obtained
  6. extractionthe mixture was extracted with benzene
  7. washThe extract was washed with water and with a saturated sodium chloride aqueous solution
  8. dry with materialdried over sodium sulfate
  9. distillationThen, the solvent was distilled off
  10. customto obtain 110 mg of the

Sources & evidence

ORD record
ord-e7221cf2b65847a899f1be8141377b43
Source dataset
uspto-grants-1991_04
Patent number
US05011839

Reaction notes

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