2,3-Butanediamine → N-(2-amino-1-methylpropyl)-5-isoquinolinesulfonamide

HRID 247583

Reaction equation

HRID 247583 reaction equation
[NH2:1][CH:2]([CH:4]([NH2:6])[CH3:5])[CH3:3].[CH:7]1[C:16]2[CH:15]=[CH:14][CH:13]=[C:12]([S:17](Cl)(=[O:19])=[O:18])[C:11]=2[CH:10]=[CH:9][N:8]=1>C(Cl)(Cl)Cl>[NH2:1][CH:2]([CH3:3])[CH:4]([NH:6][S:17]([C:12]1[C:11]2[CH:10]=[CH:9][N:8]=[CH:7][C:16]=2[CH:15]=[CH:14][CH:13]=1)(=[O:18])=[O:19])[CH3:5]

Participants

4

Reactant 2

HCID 1363622,3-ButanediamineHCID 33716555-Isoquinolinesulfonyl chloride

Product 1

HCID 20159892N-(2-amino-1-methylpropyl)-5-isoquinolinesulfonamideYield 80%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent4×

Procedure

In 100 ml of chloroform was dissolved 12.9 g of 2,3-diaminobutane and to the solution was added dropwise 10 ml of a chloroform solution containing 4.0 g of 5-isoquinolinesulfonyl chloride under cooling with ice. After the dropwise addition of the chloroform solution, the mixed solution was stirred at a temperature of 20° C. to 25° C. for two hours, and the reaction mixture solution was washed with water and dried with anhydrous sodium carbonate. The chloroform was distilled therefrom under reduced pressure, and the residue thus obtained was subjected to a column chromatography [silica gel: 160 g; solvent: chloroform] to give 3.92 g of N-(2-amino-1-methylpropyl)-5-isoquinolinesulfonamide in a yield of 80%.

Workup

  1. temperatureunder cooling with ice
  2. washthe reaction mixture solution was washed with water
  3. dry with materialdried with anhydrous sodium carbonate
  4. distillationThe chloroform was distilled
  5. customunder reduced pressure, and the residue thus obtained

Sources & evidence

ORD record
ord-af05719e99bc4905b99766affd96dcba
Source dataset
uspto-grants-1987_11
Patent number
US04709032

Linked notes

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