Pyridine → HCID 13206463, compound

HRID 580431Notes

Reaction equation

HRID 580431 reaction equation
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5][NH2:6].N1C=CC=CC=1.[N+:17]([C:20]1[CH:32]=[CH:31][C:23]([O:24][CH:25]([CH2:29][CH3:30])[C:26](Cl)=[O:27])=[CH:22][CH:21]=1)([O-:19])=[O:18]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH2:5][NH:6][C:26](=[O:27])[CH:25]([O:24][C:23]1[CH:31]=[CH:32][C:20]([N+:17]([O-:19])=[O:18])=[CH:21][CH:22]=1)[CH2:29][CH3:30]

Participants

5

Reactant 3

HCID 1049PyridineHCID 812922-MethoxybenzylamineHCID 201338002-(4-Nitrophenoxy)butanoyl chloride

Product 1

HCID 13206463HCID 13206463, compoundYield 58.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

In 50 ml of toluene were dissolved 1.9 g (0.014 mole) of 2-methoxybenzylamine and 1.2 g (0.015 mole) of pyridine. Then, was added dropwise thereto a solution of 2.8 g (0.012 mole) of 2-(4-nitrophenoxy)-butyroyl chloride in 30 ml of toluene and the mixture was treated according to the same procedure as in Synthesis Example 7. The resultant crude crystals were recrystallized from ethanol to give 2.4 g of N-(2-methoxybenzyl)-2-(4-nitrophenoxy)-butyramide melting at 109°~112° C. as colorless needles.

Workup

  1. additionThen, was added dropwise
  2. customaccording to the same procedure as in Synthesis Example 7
  3. customThe resultant crude crystals were recrystallized from ethanol

Sources & evidence

ORD record
ord-b2beb4d6b7b24c3c8870c326234cc208
Source dataset
uspto-grants-1988_06
Patent number
US04753674

Reaction notes

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