4-Piperidino-6-quinazolinesulfonyl chloride → N-(4-aminobutyl)-4-piperidino-6-quinazolinesulfonamide

HRID 1980570ノート

反応式

HRID 1980570 の反応式
[NH2:1][CH:2]=[CH:3][CH2:4][CH2:5][NH2:6].[N:7]1([C:13]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([S:23](Cl)(=[O:25])=[O:24])[CH:21]=3)[N:16]=[CH:15][N:14]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1>C(Cl)(Cl)Cl>[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][NH:6][S:23]([C:20]1[CH:21]=[C:22]2[C:17](=[CH:18][CH:19]=1)[N:16]=[CH:15][N:14]=[C:13]2[N:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)(=[O:25])=[O:24]

参加物

4

反応物 2

HCID 130442344-Piperidino-6-quinazolinesulfonyl chlorideHCID 734475401,4-Diaminobutene

生成物 1

HCID 13044235N-(4-aminobutyl)-4-piperidino-6-quinazolinesulfonamide収率 77.5%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒3 回

実験手順

In 100 ml of chloroform was dissolved 4.4 g of 1,4-diaminobutene, and to the solution was added dropwise 50 ml of a chloroform solution containing 3.1 g of 4-piperidino-6-quinazolinesulfonyl 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 solution was extracted with a 10% aqueous hydrochloric acid solution. The chloroform layer was washed with water and dried with anhydrous potassium carbonate. Then chloroform was distilled from the chloroform layer, and the residue was separated by Prep LC/System 500 (Waters Associates, U.S.A.) [column: Prepack 500/C18 ; solvent: H2O/CH3CN=85/15 (volume ratio); flow rate: 100 ml/minute] to give 2.8 g of N-(4-aminobutyl)-4-piperidino-6-quinazolinesulfonamide [i.e. Compound(31)] as an oily substance in a yield of 77%.

後処理

  1. temperatureunder cooling with ice
  2. extractionthe reaction solution was extracted with a 10% aqueous hydrochloric acid solution
  3. washThe chloroform layer was washed with water
  4. dry with materialdried with anhydrous potassium carbonate
  5. distillationThen chloroform was distilled from the chloroform layer
  6. customthe residue was separated by Prep LC/System 500 (Waters Associates, U.S.A.) [column: Prepack 500/C18 ; solvent: H2O/CH3CN=85/15 (volume ratio); flow rate: 100 ml/minute]

出典と根拠

ORDレコード
ord-44eadc7e5f8c4e93b68d3b9da50cc8ae
出典データセット
uspto-grants-1985_04
特許番号
US04510307

反応ノート

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