Pyridine → HCID 13206451, compound

HRID 580430Notes

Reaction equation

HRID 580430 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.[N+:15]([C:18]1[CH:19]=[C:20]([CH:28]=[CH:29][CH:30]=1)[O:21][CH:22]([CH2:26][CH3:27])[C:23](Cl)=[O:24])([O-:17])=[O:16]>C1(C)C=CC=CC=1>[CH2:1]([NH:8][C:23](=[O:24])[CH:22]([O:21][C:20]1[CH:28]=[CH:29][CH:30]=[C:18]([N+:15]([O-:17])=[O:16])[CH:19]=1)[CH2:26][CH3:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7504BenzylamineHCID 13239468HCID 13239468, compound

Product 1

HCID 13206451HCID 13206451, compoundYield 58.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

In 30 ml of toluene were dissolved 1.6 g (0.015 mole) of benzylamine and 1.2 g (0.015 mole) of pyridine, and thereto was added dropwise a solution of 3.1 g (0.013 mole) of 2-(3-nitrophenoxy)-butyroyl chloride in 30 ml of toluene at room temperature with stirring. Subsequently, after the same procedure as in Synthesis Example 7 was followed, the resultant crude crystals were recrystallized from ethanol to give 2.4 g of N-benzyl-2-(3-nitrophenoxy)-butyramide melting at 114°~116° C. as pale yellow needles.

Workup

  1. customSubsequently, after the same procedure as in Synthesis Example 7
  2. customthe resultant crude crystals were recrystallized from ethanol

Sources & evidence

ORD record
ord-f1ad9da665df4398b6f0744411f610d1
Source dataset
uspto-grants-1988_06
Patent number
US04753674

Reaction notes

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