Methanol → 2-[3-(2-Cyanopyrrol-1-yl) benzoyl]guanidine hemisulfate

HRID 399871Notes

Reaction equation

HRID 399871 reaction equation
[S:1](=[O:5])(=[O:4])([OH:3])[OH:2].[C:6]([C:8]1[N:9]([C:13]2[CH:14]=[C:15]([CH:22]=[CH:23][CH:24]=2)[C:16]([N:18]=[C:19]([NH2:21])[NH2:20])=[O:17])[CH:10]=[CH:11][CH:12]=1)#[N:7].CO>C(OCC)(=O)C>[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[C:6]([C:8]1[N:9]([C:13]2[CH:14]=[C:15]([CH:22]=[CH:23][CH:24]=2)[C:16]([N:18]=[C:19]([NH2:20])[NH2:21])=[O:17])[CH:10]=[CH:11][CH:12]=1)#[N:7].[C:6]([C:8]1[N:9]([C:13]2[CH:14]=[C:15]([CH:22]=[CH:23][CH:24]=2)[C:16]([N:18]=[C:19]([NH2:20])[NH2:21])=[O:17])[CH:10]=[CH:11][CH:12]=1)#[N:7]

Participants

5

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 189451892-[3-(2-Cyanopyrrol-1-yl)benzoyl]guanidine

Product 1

HCID 1317208902-[3-(2-Cyanopyrrol-1-yl) benzoyl]guanidine hemisulfate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Conc. sulfuric acid (0.42 ml) was added to a mixture of 2-[3-(2-cyanopyrrol-1-yl)benzoyl]guanidine (2.0 g) and methanol (20 ml), and the mixture was stirred for 30 minutes at ambient temperature. To the mixture was added ethyl acetate (20 ml), and the isolated precipitate was collected by filtration. The precipitate was recrystallized from methanol-water to give 2-[3-(2-cyanopyrrol-1-yl) benzoyl]guanidine hemisulfate (1.53 g).

Workup

  1. filtrationthe isolated precipitate was collected by filtration
  2. customThe precipitate was recrystallized from methanol-water

Sources & evidence

ORD record
ord-97023756ec204dcb8260329331a5d280
Source dataset
uspto-grants-1998_10
Patent number
US05824691

Reaction notes

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