Hydrochloric Acid → HCID 54746572, compound

HRID 2190925Notes

Reaction equation

HRID 2190925 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]([Cl:16])[CH:9]=2)=[O:4].[NH2:18][CH2:19][C:20]([O-:22])=[O:21].[Na+].Cl>COCCO.O>[Cl:16][C:10]1[CH:9]=[C:8]2[C:13]([C:14]([OH:15])=[C:5]([C:3]([NH:18][CH2:19][C:20]([OH:22])=[O:21])=[O:4])[C:6](=[O:17])[O:7]2)=[CH:12][CH:11]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 4684308Sodium GlycinateHCID 86649470HCID 86649470, compound

Product 1

HCID 54746572HCID 54746572, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 80192-MethoxyethanolSolvent

Procedure

A suspension of 350 mg of 7-chloro-4-hydroxy-2-oxo-2H-chromene-3-carboxylic acid methyl ester (1.38 mmol) and 670 mg of sodium glycinate (6.9 mmol) in 13 mL of 2-methoxyethanol was heated at reflux temperature for 10 hours. The mixture was cooled acidified with 1N HCl and diluted with 10 mL water. The resultant white solid was collected on a glass fritted filter and washed twice with water and once with methanol. The solid was triturated with methanol to give 124 mg. MS: (+) m/z 298.03/300.02 (M+1, 35/37Cl)

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature for 10 hours
  3. temperatureThe mixture was cooled
  4. customThe resultant white solid was collected on a glass fritted filter
  5. washwashed twice with water and once with methanol
  6. customThe solid was triturated with methanol
  7. customto give 124 mg

Sources & evidence

ORD record
ord-a04befd6ec6043c3abf42e3592a5b34f
Source dataset
uspto-grants-2012_12
Patent number
US08324405B2

Reaction notes

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