Tetrahydrofuran → HCID 22745204, compound

HRID 1698567Notes

Reaction equation

HRID 1698567 reaction equation
[NH2:1][C:2]1[C:11]([NH2:12])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[O:13]1CCC[CH2:14]1>>[O:13]=[C:14]1[NH:12][C:11]2[CH:10]=[CH:9][CH:8]=[C:3]([C:4]([O:6][CH3:7])=[O:5])[C:2]=2[NH:1]1

Participants

3

Reactant 2

HCID 8028TetrahydrofuranHCID 5718252,3-Diaminobenzoic acid methyl ester

Product 1

HCID 22745204HCID 22745204, compoundYield 84%

Procedure

To a solution of methyl 2,3-diaminobenzoate (10.5 g, 63.2 mmol) in tetrahydrofuran (100 mL) was added N,N′carbonyldiimidazole (10.2 g, 63.2 mmol), and the mixture was stirred at room temperature for 60 hours. The resulting solid was collected by filtration and washed with ethyl acetate to give 10.2 g (53.1 mmol, 84.0%) of the title compound as a colorless crystal.

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-e92ab6b4652c4729b09be4ed701c4878
Source dataset
uspto-grants-2012_04
Patent number
US08163935B2

Reaction notes

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