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Potassium Carbonate → 2-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethanimidamide hydrochloride

HRID 1608528
Notes
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Reaction equation

HRID 1608528 reaction equation
[ClH:1].[C:2]1(=[O:16])[N:6]([CH2:7][C:8](=[NH:10])O)[C:5](=[O:11])[C:4]2=[CH:12][CH:13]=[CH:14][CH:15]=[C:3]12.C(=O)([O-])[O-].[K+].[K+].[Cl-].[NH4+:24]>CO>[ClH:1].[C:2]1(=[O:16])[N:6]([CH2:7][C:8]([NH2:24])=[NH:10])[C:5](=[O:11])[C:4]2=[CH:12][CH:13]=[CH:14][CH:15]=[C:3]12
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 178479559HCID 178479559, compound

Product 1

HCID 200866282-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)ethanimidamide hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2-phthalimidoacetimidate hydrochloride (6 g, Chem. Ber., 1964, 97, 528) and a saturated aqueous potassium carbonate solution (50 ml) was stirred at ambient temperature for 3 minutes and then extracted with chloroform. The organic phase was dried (Na2SO4) and evaporated. A mixture of the solid so obtained, ammonium chloride (1.4 g) and methanol (100 ml) was stirred at laboratory temperature for 18 hours. The mixture was evaporated to give 2-phthalimidoacetamidine hydrochloride, as a white solid (5.5 g).

Workup

  1. extractionextracted with chloroform
  2. dry with materialThe organic phase was dried (Na2SO4)
  3. customevaporated
  4. additionA mixture of the solid
  5. customso obtained
  6. customThe mixture was evaporated

Sources & evidence

ORD record
ord-7e991863661e479984d335267739c753
Source dataset
uspto-grants-1995_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05395838

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes