Sodium Glycinate → HCID 54735959, compound

HRID 2190920Notes

Reaction equation

HRID 2190920 reaction equation
CO[C:3]([C:5]1[C:6](=[O:17])[O:7][C:8]2[C:13]([C:14]=1[OH:15])=[CH:12][CH:11]=[C:10]([Br:16])[CH:9]=2)=[O:4].[Na+].[NH2:19][CH2:20][C:21]([O-:23])=[O:22]>COCCO>[Br:16][C:10]1[CH:9]=[C:8]2[C:13]([C:14]([OH:15])=[C:5]([C:3]([NH:19][CH2:20][C:21]([OH:23])=[O:22])=[O:4])[C:6](=[O:17])[O:7]2)=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 4684308Sodium GlycinateHCID 86649466HCID 86649466, compound

Product 1

HCID 54735959HCID 54735959, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

A mixture of 7-bromo-4-hydroxy-2-oxo-2H-chromene-3-carboxylic acid methyl ester (example 11-b) (2.835 g, 9.47 mmol) and glycine sodium salt (13.8 g, 142.12 mmol) in 2-methoxyethanol (100 mL) was refluxed for 6 h; then cooled, solvent was evaporated, the residue was dissolved in water and acidified with 2 M HCl solution; the precipitates were collected via filtration, washed with water and air dried to give the desired title product (3.209 g). 1H NMR (200 MHz, DMSO-d6): δ (ppm)=18-12 (br, 2H), 9.79 (br, 1H), 7.85 (d, 1H, J=8.4 Hz), 7.7-7.5 (m, 2H), 4.05 (d, 2H, J=5.6 Hz).

Workup

  1. temperaturewas refluxed for 6 h
  2. temperaturethen cooled
  3. customsolvent was evaporated
  4. dissolutionthe residue was dissolved in water
  5. filtrationthe precipitates were collected via filtration
  6. washwashed with water and air
  7. customdried

Sources & evidence

ORD record
ord-65e540c5271d48b192dc5849f40db45d
Source dataset
uspto-grants-2012_12
Patent number
US08324405B2

Reaction notes

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