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Acetic Acid → alpha-((Aminocarbonyl)amino)-4-hydroxybenzeneacetic acid

HRID 2049213
Notes
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Reaction equation

HRID 2049213 reaction equation
[NH2:1][CH:2]([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4].C(O)(=O)C.[O-:17][C:18]#[N:19].[K+].[Cl-].[Na+]>O>[NH2:19][C:18]([NH:1][CH:2]([C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1)[C:3]([OH:5])=[O:4])=[O:17]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 5234Sodium ChlorideHCID 921434-HydroxyphenylglycineHCID 11378442Potassium cyanate

Product 1

HCID 578941alpha-((Aminocarbonyl)amino)-4-hydroxybenzeneacetic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To about 0.15 mole of α-amino-4-hydroxybenzeneacetic acid dissolved in 700 ml of water and 0.2 mole of glacial acetic acid is added about 0.2 mole of potassium cyanate. The resulting mixture is stirred at room temperature for about 30 minutes. The reaction mixture is saturated with sodium chloride and then extracted with ethyl acetate. The ethyl acetate is washed with water, dried over magnesium sulfate, filtered and evaporated to give α-(aminocarbonyl)amino-4-hydroxybenzeneacetic acid.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate is washed with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-cbc228ba2e3b411993dbbbba1af94e9d
Source dataset
uspto-grants-1980_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04197240

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes