Triethylamine → HCID 20159875, compound

HRID 980003Notes

Reaction equation

HRID 980003 reaction equation
[NH2:1][CH2:2][CH:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:4][NH2:5].C(N(CC)CC)C.[CH:19]1[C:28]2[CH:27]=[CH:26][CH:25]=[C:24]([S:29](Cl)(=[O:31])=[O:30])[C:23]=2[CH:22]=[CH:21][N:20]=1.CO.C(Cl)(Cl)Cl>C(Cl)(Cl)Cl>[NH2:1][CH2:2][CH:3]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:4][NH:5][S:29]([C:24]1[C:23]2[CH:22]=[CH:21][N:20]=[CH:19][C:28]=2[CH:27]=[CH:26][CH:25]=1)(=[O:30])=[O:31]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 5687002-Phenyl-1,3-propanediamineHCID 33716555-Isoquinolinesulfonyl chlorideHCID 21584188Chloroform methanol

Product 1

HCID 20159875HCID 20159875, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent3×

Procedure

In 50 ml of a chloroform solution containing 11.55 g of 1,3-diamino-2-phenylpropane and 1.33 g of triethylamine was added dropwise 30 ml of a chloroform solution containing 3.5 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 10° C. to 20° C. for four hours, and the reaction mixture solution was washed with water and dried with anhydrous potassium carbonate. After the chloroform was distilled therefrom, the residue thus obtained was subjected to a silica gel column chromatography (silica gel: 90 g; solvent: 5% methanol/chloroform (volume ratio)) to give 3.20 g of N-(3-amino-2-phenylpropyl)-5-isoquinolinesulfonamide in a yield of 61%.

Workup

  1. temperatureunder cooling with ice
  2. washthe reaction mixture solution was washed with water
  3. dry with materialdried with anhydrous potassium carbonate
  4. distillationAfter the chloroform was distilled
  5. customthe residue thus obtained

Sources & evidence

ORD record
ord-7dc386d88ff14f6483844aca4b79ada6
Source dataset
uspto-grants-1987_01
Patent number
US04634770

Reaction notes

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