Water → HCID 18945260, compound

HRID 399869Notes

Reaction equation

HRID 399869 reaction equation
C[O-].[Na+].Cl.[NH2:5][C:6]([NH2:8])=[NH:7].[C:9]([C:11]1[N:12]([C:16]2[CH:17]=[C:18]([C:26]([O:28]C)=O)[CH:19]=[C:20]([CH:25]=2)[C:21]([O:23]C)=O)[CH:13]=[CH:14][CH:15]=1)#[N:10].O>CO.CN(C)C=O>[C:9]([C:11]1[N:12]([C:16]2[CH:25]=[C:20]([CH:19]=[C:18]([C:26]([N:5]=[C:6]([NH2:8])[NH2:7])=[O:28])[CH:17]=2)[C:21]([N:7]=[C:6]([NH2:8])[NH2:5])=[O:23])[CH:13]=[CH:14][CH:15]=1)#[N:10]

Participants

7

Reactant 4

HCID 962WaterHCID 5742Guanidine HydrochlorideHCID 10942334Sodium MethoxideHCID 18945262HCID 18945262, compound

Product 1

HCID 18945260HCID 18945260, compoundYield 52.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6228DimethylformamideSolvent

Procedure

28% Sodium methoxide in methanol (8.6 ml) was added to guanidine hydrochloride (4.7 g) in dry N,N-dimethylformamide (14 ml), and the mixture was stirred for 20 minutes at ambient temperature. To the mixture was added dimethyl 5-(2-cyanopyrrol-1-yl)isophthalate (1.4 g) and the mixture was stirred for 4 hours at the same temperature. The reaction mixture was poured into a water (150 ml) under stirring. The isolated precipitate was collected by filtration, washed with water and dried to give 2-[3-(2-cyanopyrrol-1-yl)-5-(diaminomethyleneaminocarbonyl)benzoyl]guanidine (0.88 g).

Workup

  1. stirringthe mixture was stirred for 4 hours at the same temperature
  2. stirringunder stirring
  3. filtrationThe isolated precipitate was collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-f979d458440d467994990dcdc6e8900d
Source dataset
uspto-grants-1998_10
Patent number
US05824691

Reaction notes

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