Pyridine → HCID 13239477, compound

HRID 580429Notes

Reaction equation

HRID 580429 reaction equation
[CH2:1]([NH2:7])[C:2]1[O:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.[Cl:14][C:15]1[CH:27]=[CH:26][C:18]([O:19][CH:20]([CH2:24][CH3:25])[C:21](Cl)=[O:22])=[CH:17][C:16]=1[CH3:28]>C1C=CC=CC=1>[CH2:1]([NH:7][C:21](=[O:22])[CH:20]([O:19][C:18]1[CH:26]=[CH:27][C:15]([Cl:14])=[C:16]([CH3:28])[CH:17]=1)[CH2:24][CH3:25])[C:2]1[O:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 3438FurfurylamineHCID 13239461HCID 13239461, compound

Product 1

HCID 13239477HCID 13239477, compoundYield 27.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

In 50 ml of benzene were dissolved 1.5 g (0.015 mole) of furfurylamine and 4.0 g (0.051 mole) of pyridine, and thereto was added dropwise a solution of 3.0 g (0.012 mole) of 2-(4-chloro-3-methylphenoxy)-butyroyl chloride in 20 ml of benzene at room temperature with stirring, followed by stirring for further 5 hours. Subsequently, after the same procedure as in Synthesis Example 4 and 5 was followed, the resultant crude crystals were recrystallized from ethanol to give 1.0 g of N-furfuryl-2-(4-chloro-3-methylphenoxy)-butyramide melting at 100°~102° C. as pale brown needles.

Workup

  1. stirringby stirring for further 5 hours
  2. customSubsequently, after the same procedure as in Synthesis Example 4 and 5
  3. customthe resultant crude crystals were recrystallized from ethanol

Sources & evidence

ORD record
ord-b168c3d3d8034eb6b33b21368d03e594
Source dataset
uspto-grants-1988_06
Patent number
US04753674

Reaction notes

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