Veratrylamine → HCID 19974378, compound

HRID 1451232Notes

Reaction equation

HRID 1451232 reaction equation
[Br:1][C:2]1[C:3](=[O:22])[NH:4][N:5]=[C:6]([O:9][CH2:10][CH2:11][S:12][C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=2)[C:7]=1Br.[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH2:33][NH2:34])[CH:28]=[CH:29][C:30]=1[O:31][CH3:32]>O.O1CCOCC1>[Br:1][C:2]1[C:3](=[O:22])[NH:4][N:5]=[C:6]([O:9][CH2:10][CH2:11][S:12][C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=2)[C:7]=1[NH:34][CH2:33][C:27]1[CH:28]=[CH:29][C:30]([O:31][CH3:32])=[C:25]([O:24][CH3:23])[CH:26]=1

Participants

4

Reactant 2

HCID 79832VeratrylamineHCID 19974382HCID 19974382, compound

Product 1

HCID 19974378HCID 19974378, compoundYield 61.6%

Reagents, catalysts & solvents 1

HCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

1.5 g of 4,5-dibromo-6-[2-(4-nitrophenylthio)ethyloxy]-3(2H)-pyridazinone and 1.32 g of 3,4-dimethoxyphenylmethyl amine were disolved in water-dioxane (1:1) and refluxed for 7 hr. The reaction mixture was cooled to room temperature. The resulting crystals was collected by filtration and recrystallized from dioxane to give 1.1 g of the objective compound. Yield, 60%, Melting point, 170°-171° C.

Workup

  1. temperaturerefluxed for 7 hr
  2. filtrationThe resulting crystals was collected by filtration
  3. customrecrystallized from dioxane

Sources & evidence

ORD record
ord-9631890bdd3645f399be29842a78d95b
Source dataset
uspto-grants-1997_02
Patent number
US05604226

Reaction notes

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