Sodium Glycinate → HCID 54746549, compound

HRID 2190916Notes

Reaction equation

HRID 2190916 reaction equation
CO[C:3]([C:5]1[C:6](=[O:18])[O:7][C:8]2[C:13]([C:14]=1[OH:15])=[CH:12][C:11]([Cl:16])=[CH:10][C:9]=2[Cl:17])=[O:4].[Na+].[NH2:20][CH2:21][C:22]([O-:24])=[O:23]>COCCO>[Cl:16][C:11]1[CH:12]=[C:13]2[C:8](=[C:9]([Cl:17])[CH:10]=1)[O:7][C:6](=[O:18])[C:5]([C:3]([NH:20][CH2:21][C:22]([OH:24])=[O:23])=[O:4])=[C:14]2[OH:15]

Participants

4

Reactant 2

HCID 4684308Sodium GlycinateHCID 87431872HCID 87431872, compound

Product 1

HCID 54746549HCID 54746549, compoundYield 86.9%

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

A mixture of 6,8-dichloro-4-hydroxy-2-oxo-2H-chromene-3-carboxylic acid methyl ester (400 mg, 1.39 mmol) and glycine sodium salt (674 mg, 6.94 mmol) in 2-methoxyethanol (14 mL) was heated to reflux overnight. Reaction mixture was concentrated and dissolved in water (100 mL). The solution was acidified by 1 N aq HCl to pH=2-3. White precipitate was collected, rinsed with water and methanol and dried to give the title compound (401 mg). MS ESI(−) m/e: 332, 330 (M−1).

Workup

  1. temperaturewas heated
  2. temperatureto reflux overnight
  3. customReaction mixture
  4. concentrationwas concentrated
  5. dissolutiondissolved in water (100 mL)
  6. customWhite precipitate was collected
  7. washrinsed with water and methanol
  8. customdried

Sources & evidence

ORD record
ord-5e083c96d5604c718d5570f7dcc9563a
Source dataset
uspto-grants-2012_12
Patent number
US08324405B2

Reaction notes

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