Sodium Glycinate → HCID 178450087, compound

HRID 1746208Notes

Reaction equation

HRID 1746208 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-1e9418a3a8e34817b2452f75ff2ae5a7
Source dataset
uspto-grants-2015_10
Patent number
US09149476B2

Reaction notes

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