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

HRID 980010

Reaction equation

HRID 980010 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-7c19baa7d1c445cba8ab5daebd50addf
Source dataset
uspto-grants-1987_01
Patent number
US04634770

Linked notes

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