Sodium Glycinate → HCID 178450087, compound

HRID 1423934Notes

Reaction equation

HRID 1423934 reaction equation
C(O[C:4]([C:6]1[C:7](=[O:22])[S:8][C:9]2[C:14]([C:15]=1[OH:16])=[CH:13][CH:12]=[C:11]([O:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:10]=2)=[O:5])C.[NH2:23][CH2:24][C:25]([O-:27])=[O:26].[Na+]>COCCO>[CH2:18]([O:17][C:11]1[CH:10]=[C:9]2[C:14]([C:15]([OH:16])=[C:6]([C:4]([NH:23][CH2:24][C:25]([OH:27])=[O:26])=[O:5])[C:7](=[O:22])[S:8]2)=[CH:13][CH:12]=1)[CH2:19][CH2:20][CH3:21]

Participants

4

Reactant 2

HCID 4684308Sodium GlycinateHCID 178450088HCID 178450088, compound

Product 1

HCID 178450087HCID 178450087, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

A mixture of 7-butoxy-4-hydroxy-2-oxo-2H-thiochromene-3-carboxylic acid ethyl ester (140 mg, 0.434 mmol) and sodium glycinate (420 mg, 4.34 mmol) in 2-methoxyethanol (10 mL) was refluxed overnight (16 h). Reaction mixture was concentrated, and crude residue was dissolved in water, acidified to pH 3 using 1 N HCl to precipitate the product. The precipitate was collected by filtration and dried to provide [(7-butoxy-4-hydroxy-2-oxo-2H-thiochromene-3-carbonyl)-amino]-acetic acid (120 mg, 80%). MS ESI(−) m/e: 350.21 (M−1).

Workup

  1. temperaturewas refluxed overnight (16 h)
  2. customReaction mixture
  3. concentrationwas concentrated
  4. dissolutioncrude residue was dissolved in water
  5. customto precipitate the product
  6. filtrationThe precipitate was collected by filtration
  7. customdried

Sources & evidence

ORD record
ord-5627047754dd4b76827ebcfc3c857f87
Source dataset
uspto-grants-2015_01
Patent number
US08927591B2

Reaction notes

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