Ethylenediamine → N-(2-Aminoethyl)isoquinoline-5-sulfonamide

In 200 ml of chloroform was dissolved 12.0 g of 1,2-diaminoethane, and to the solution was added dropwise 100 ml of a chloroform solution containing 4.55 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 then the reaction solution was extracted with a 10% aqueous hydrochloric acid solution. The pH of the aqueous layer was adjusted to 10 with a 10% aqueous sodium hydroxide solution, and the aqueous layer was extracted with chloroform. The chloroform layer extracted was washed with water and dried with anhydrous potassium carbonate. Then the chloroform was distilled from the chloroform layer, and the residue obtained was subjected to a column chromatography [silica gel: 200 g; developing solvent: 2% methanol/chloroform (volume ratio)] to give 3.3 g of N-(2-aminoethyl)-5-isoquinolinesulfonamide as an oily substace in a yield of 66%.

1. temperatureunder cooling with ice
2. extractionthe reaction solution was extracted with a 10% aqueous hydrochloric acid solution
3. extractionthe aqueous layer was extracted with chloroform
4. extractionThe chloroform layer extracted
5. washwas washed with water
6. dry with materialdried with anhydrous potassium carbonate
7. distillationThen the chloroform was distilled from the chloroform layer
8. customthe residue obtained

ORDレコード

ord-845614edcf494f7ba5f129e53db8d5d2

出典データセット

uspto-grants-1987_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04709032