Potassium Carbonate → HCID 178512981, compound

HRID 247585Notes

Reaction equation

HRID 247585 reaction equation
[NH2:1][CH2:2][CH:3]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH2:4][NH:5][S:6]([C:9]1[C:10]2[CH:11]=[CH:12][N:13]=[CH:14][C:15]=2[CH:16]=[CH:17][CH:18]=1)(=[O:8])=[O:7].S(O)(O)(=O)=O.CS[C:32](=[NH:34])[NH2:33].C(=O)([O-])[O-].[K+].[K+]>CO.O>[NH:1]([CH2:2][CH:3]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH2:4][NH:5][S:6]([C:9]1[C:10]2[CH:11]=[CH:12][N:13]=[CH:14][C:15]=2[CH:16]=[CH:17][CH:18]=1)(=[O:8])=[O:7])[C:32]([NH2:34])=[NH:33]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 752702-Methyl-2-thiopseudourea sulfateHCID 20159875HCID 20159875, compound

Product 1

HCID 178512981HCID 178512981, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

In 30 ml of a 60% methanol/water solution (volume ratio) was dissolved 2 g of N-(3-amino-2-phenylpropyl)-5-isoquinolinesulfonamide obtained Referential example 2, 2.05 g of S-methylisothiourea sulfate and 1.67 g of potassium carbonate, and the mixed solution was heated at reflux for two hours. After the reflux, the methanol was distilled therefrom under reduced pressure and the white crystalline residue the obtained was separated by filtration under reduced pressure. The residue was recrystallized from methanol to give 1.93 g of N-(3-guanidino-2-phenylpropyl)-5-isoquinolinesulfonamide, i.e., Compound (31) in a yield of 86%.

Workup

  1. temperaturethe mixed solution was heated
  2. temperatureat reflux for two hours
  3. distillationAfter the reflux, the methanol was distilled
  4. customunder reduced pressure and the white crystalline residue the obtained was separated by filtration under reduced pressure
  5. customThe residue was recrystallized from methanol

Sources & evidence

ORD record
ord-9bcc3e0e50bb48e9853ab89f4de4716f
Source dataset
uspto-grants-1987_11
Patent number
US04709032

Reaction notes

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