Hydrochloric Acid → HCID 67533535, compound

HRID 1942159Notes

Reaction equation

HRID 1942159 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-232645ba774f44399bf14be03498d583
Source dataset
uspto-grants-2013_03
Patent number
US08389523B2

Reaction notes

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