Hydrochloric Acid → HCID 67533535, compound

HRID 240362Notes

Reaction equation

HRID 240362 reaction equation
[O:1]1[CH2:6][CH2:5][O:4][C:3]2[CH:7]=[C:8]([N:11]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]=[C:13]([C:21]([O:23]CC)=[O:22])[C:12]3=[O:26])[CH:9]=[CH:10][C:2]1=2.[OH-].[Na+].Cl>C(O)C>[O:1]1[CH2:6][CH2:5][O:4][C:3]2[CH:7]=[C:8]([N:11]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[N:14]=[C:13]([C:21]([OH:23])=[O:22])[C:12]3=[O:26])[CH:9]=[CH:10][C:2]1=2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67533036Ethyl 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-oxo-1,2-dihydroquinoxaline-3-carboxylate

Product 1

HCID 67533535HCID 67533535, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.5 g (13 mmol) of ethyl 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-oxo-1,2-dihydroquinoxaline-3-carboxylate was dissolved in ethanol (100 ml), and 4.1 g (26 mmol) of a 25% aqueous solution of sodium hydroxide was added thereto. The solution was stirred for 2 hours at room temperature. The reaction mixture was concentrated under reduced pressure and water was added to the residue thus obtained. The mixture was acidified using 10% hydrochloric acid. A solid precipitated therefrom was separated by filtration, washed with water, and then dried to obtain 3.9 g (yield: 94%) of 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-oxo-1,2-dihydroquinoxaline-3-carboxylic acid as a pale yellow powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure and water
  2. additionwas added to the residue
  3. customthus obtained
  4. customA solid precipitated
  5. customtherefrom was separated by filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-94e30461d00f4f869f0ef9c223e35e3c
Source dataset
uspto-grants-2014_02
Patent number
US08648075B2

Reaction notes

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