Chloroform → N-[2-(N-methyl-N-benzylamino)ethyl]-5-isoquinolinesulfonamide

HRID 1248761

反応式

HRID 1248761 の反応式
[CH3:1][N:2]([CH2:10][CH2:11][NH2:12])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(N(CC)CC)C.[CH:20]1[C:29]2[CH:28]=[CH:27][CH:26]=[C:25]([S:30](Cl)(=[O:32])=[O:31])[C:24]=2[CH:23]=[CH:22][N:21]=1.C(Cl)(Cl)Cl>C(Cl)Cl>[CH3:1][N:2]([CH2:10][CH2:11][NH:12][S:30]([C:25]1[C:24]2[CH:23]=[CH:22][N:21]=[CH:20][C:29]=2[CH:28]=[CH:27][CH:26]=1)(=[O:31])=[O:32])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

参加物

6

反応物 4

HCID 6212ChloroformHCID 8471TriethylamineHCID 3014812(2-Aminoethyl)(benzyl)methylamineHCID 33716555-Isoquinolinesulfonyl chloride

生成物 1

HCID 20254295N-[2-(N-methyl-N-benzylamino)ethyl]-5-isoquinolinesulfonamide収率 84%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

In 70 ml of methylene chloride were dissolved 3.24 g of 2-(N-methyl-N-benzylamino)ethylamine and 2.0 g of triethylamine, and to the solution was added dropwise 50 ml of a methylene chloride solution containing 3.0 g of 5-isoquinolinesulfonyl chloride under cooling with ice. After the dropwise addition of the methylene chloride solution, the mixed solution was stirred at a temperature of 15° C. to 25° C. for one hour, and then the reaction solution was washed with water and extracted with a 10% aqueous hydrochloric acid solution. The aqueous layer was washed with chloroform, rendered alkaline with a 1N aqueous sodium hydroxide solution, extracted with chloroform, and then the chloroform layer was washed with water, dried with anhydrous magnesium sulfate and the chloroform was distilled therefrom under reduced pressure. The residue thus obtained was subjected to a silica gel column chromatography (silica gel: 100 g; solvent: chloroform) to give 3.84 g of N-[2-(N-methyl-N-benzylamino)ethyl]-5-isoquinolinesulfonamide, i.e., Compound (65) in a yield of 84%.

後処理

  1. temperatureunder cooling with ice
  2. washthe reaction solution was washed with water
  3. extractionextracted with a 10% aqueous hydrochloric acid solution
  4. washThe aqueous layer was washed with chloroform
  5. extractionextracted with chloroform
  6. washthe chloroform layer was washed with water
  7. dry with materialdried with anhydrous magnesium sulfate
  8. distillationthe chloroform was distilled
  9. customThe residue thus obtained

出典と根拠

ORDレコード
ord-5caaab0dca6b4a2ba1a3e0ddcac4bc2e
出典データセット
uspto-grants-1985_06
特許番号
US04525589

関連ノート

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