Tetrahydrofuran → HCID 68773936, compound

HRID 1398797Notes

Reaction equation

HRID 1398797 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH2:8])[C:3]=1[NH:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].[O:18]1CCC[CH2:19]1>>[NH2:8][C:4]1[C:3]2[N:9]([CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:19](=[O:18])[NH:1][C:2]=2[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 68737443HCID 68737443, compound

Product 1

HCID 68773936HCID 68773936, compoundYield 68%

Procedure

A mixture of ethyl 4-[(2,6-diaminophenyl)amino]butanoate (35.1 g, 0.148 mol), N,N′-carbonyldiimidazole (74.5 g, 0.444 mol) in tetrahydrofuran (600 mL) was stirred at room temperature for 16 hr. The mixture was concentrated, and the residue was washed with ethyl acetate/diisopropyl ether to give the title compound as a colorless powder (26.5 g, 0.101 mol, 68%).

Workup

  1. concentrationThe mixture was concentrated
  2. washthe residue was washed with ethyl acetate/diisopropyl ether

Sources & evidence

ORD record
ord-12feb5f00add4f34b8bee90a4edc0dd5
Source dataset
uspto-grants-2014_12
Patent number
US08901141B2

Reaction notes

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