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

HRID 1655943
Notes
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Reaction equation

HRID 1655943 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) as 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-b4b4ca2c73e947f7a1004cdc097a859c
Source dataset
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05252573

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes