Triethylamine → HCID 20159912, compound

HRID 980006Notes

Reaction equation

HRID 980006 reaction equation
[C:1]([NH:4][CH:5]([CH3:8])[CH2:6][NH2:7])(=[O:3])[CH3:2].C(N(CC)CC)C.[CH:16]1[C:25]2[CH:24]=[CH:23][CH:22]=[C:21]([S:26](Cl)(=[O:28])=[O:27])[C:20]=2[CH:19]=[CH:18][N:17]=1>C(Cl)(Cl)Cl>[C:1]([NH:4][CH:5]([CH3:8])[CH2:6][NH:7][S:26]([C:21]1[C:20]2[CH:19]=[CH:18][N:17]=[CH:16][C:25]=2[CH:24]=[CH:23][CH:22]=1)(=[O:27])=[O:28])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 33716555-Isoquinolinesulfonyl chlorideHCID 23499646N-(2-Amino-1-methylethyl)acetamide

Product 1

HCID 20159912HCID 20159912, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

In 50 ml of a chloroform solution containing 2.0 g of 2-acetylaminopropylamine and 2.6 g of triethylamine was added dropwise 50 ml of a chloroform solution containing 3.28 g of 5-isoquinolinesulfonyl chloride under cooling with ice. The mixed solution was stirred at a temperature of 15° C. to 25° C. for two hours, and then the reaction solution was washed with water and dried with anhydrous sodium sulfate. The chloroform was distilled therefrom under reduced pressure. The crystalline residue thus obtained was recrystallized from methanol to give 3.67 g of N-(2-acetylaminopropyl)-5-isoquinolinesulfonamide in a yield of 83%.

Workup

  1. temperatureunder cooling with ice
  2. washthe reaction solution was washed with water
  3. dry with materialdried with anhydrous sodium sulfate
  4. distillationThe chloroform was distilled
  5. customThe crystalline residue thus obtained
  6. customwas recrystallized from methanol

Sources & evidence

ORD record
ord-fad8279703f94f00af8d5e0fb7d4ea3f
Source dataset
uspto-grants-1987_01
Patent number
US04634770

Reaction notes

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