Sodium Glycinate → HCID 178525888, compound

HRID 1746181Notes

Reaction equation

HRID 1746181 reaction equation
CO[C:3]([C:5]1[C:6](=[O:16])[S:7][C:8]2[C:13]([C:14]=1[OH:15])=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:4].[NH2:17][CH2:18][C:19]([O-:21])=[O:20].[Na+]>COCCO>[OH:15][C:14]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[S:7][C:6](=[O:16])[C:5]=1[C:3]([NH:17][CH2:18][C:19]([OH:21])=[O:20])=[O:4]

Participants

4

Reactant 2

HCID 4684308Sodium GlycinateHCID 178498936HCID 178498936, compound

Product 1

HCID 178525888HCID 178525888, compoundYield 65.1%

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

A mixture of 4-hydroxy-2-oxo-2H-thiochromene-3-carboxylic acid methyl ester (105 mg, 0.44 mmol) and sodium glycinate (215 mg, 2.22 mmol) in 2-methoxyethanol (13 mL) was refluxed for 5 h. The reaction mixture was concentrated, and the crude residue dissolved in water (50 mL) and acidified to pH 3-4 using 1 N HCl. The precipitate was collected, rinsed with water and dried in vacuo to provide [(4-hydroxy-2-oxo-2H-thiochromene-3-carbonyl)-amino]-acetic acid (80 mg). MS ESI(−) m/e: 278.10 (M−1).

Workup

  1. temperaturewas refluxed for 5 h
  2. concentrationThe reaction mixture was concentrated
  3. dissolutionthe crude residue dissolved in water (50 mL)
  4. customThe precipitate was collected
  5. washrinsed with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-abf3808155ae4d5d9a680a2157a5a4f3
Source dataset
uspto-grants-2015_10
Patent number
US09149476B2

Reaction notes

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