Carbonic acid-guanidine (1:1) → HCID 178497678, compound

HRID 1617152Notes

Reaction equation

HRID 1617152 reaction equation
C(=O)(O)O.[NH2:5][C:6]([NH2:8])=[NH:7].C([O:11][C:12]([CH:14]([C:28](=O)[CH3:29])[CH2:15][C:16]1[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][C:17]=1[O:26][CH3:27])=O)C>CO>[NH2:7][C:6]1[N:8]=[C:12]([OH:11])[C:14]([CH2:15][C:16]2[CH:25]=[CH:24][C:19]([C:20]([O:22][CH3:23])=[O:21])=[CH:18][C:17]=2[O:26][CH3:27])=[C:28]([CH3:29])[N:5]=1

Participants

4

Reactant 2

HCID 286947Carbonic acid-guanidine (1:1)HCID 66819542Methyl 4-(2-(ethoxycarbonyl)-3-oxobutyl)-3-methoxybenzoate

Product 1

HCID 178497678HCID 178497678, compoundYield 59.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
65 °C

Procedure

Guanidine carbonate (8.73 g) was added in one portion to a solution of the product from step (i) (14.7 g) in MeOH (200 mL). The resulting mixture was stirred at 65° C. for 16 h and allowed to cool. The precipitate was collected by filtration and suspended in water (50 mL). The solid was collected by filtration, washed with MeOH (20 mL) and EtOAc (20 mL) to give the subtitle compound as a colourless solid 8.60 g that was used without further purification.

Workup

  1. temperatureto cool
  2. filtrationThe precipitate was collected by filtration
  3. filtrationThe solid was collected by filtration
  4. washwashed with MeOH (20 mL) and EtOAc (20 mL)

Sources & evidence

ORD record
ord-3d1d1f937ed44ca28fb3735c48d2ac5b
Source dataset
uspto-grants-2014_07
Patent number
US08765939B2

Reaction notes

Loading…