Hydrochloric Acid → HCID 18921702, compound

HRID 1289526Notes

Reaction equation

HRID 1289526 reaction equation
C([O:3][C:4]([CH:6]1[CH2:10][CH2:9][CH2:8][C:7]1=O)=O)C.C[O-].[Na+].Cl.[NH2:16][C:17]([NH2:19])=[NH:18].Cl>CO.CN(C)C=O>[NH2:19][C:17]1[NH:18][C:7]2=[CH:8][CH:9]=[CH:10][C:6]2=[C:4]([OH:3])[N:16]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 5742Guanidine HydrochlorideHCID 69136Ethyl 2-oxocyclopentanecarboxylateHCID 10942334Sodium Methoxide

Product 1

HCID 18921702HCID 18921702, compoundYield 18%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6228DimethylformamideSolvent2×

Procedure

A solution of 2-ethoxycarbonyl cyclopentanone (114 ml, 0.77mol) and N,N-dimethylformamide (40 ml) was added dropwise to a mixture solution of sodium methoxide(83.2 g, 0.44 mol) and N,N-dimethylformamide(80 ml), while maintaining the temperature of the reaction system below 0° C. A solution of guanidine HCl salt(81 g, 0.85 mol) and methanol(127 ml) was added to the above reaction mixture and then was heated to reflux for 14 hours. The reaction mixture was neutralized by conc. HCl and the resulting solid was filtered and dried under reduced pressure to give 20.69 g of titled compound.

Workup

  1. temperaturewhile maintaining the temperature of the reaction system below 0° C
  2. temperaturewas heated
  3. temperatureto reflux for 14 hours
  4. filtrationthe resulting solid was filtered
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-74b736c0f7864e11be77a3f7793afad8
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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