Water → N-(1,1-Dioxido-1-benzothien-6-yl)-4-[3-(2-thienyl)-1,2,4-thiadiazol-5-yl]piperazine-1-carboxamide

HRID 2263033ノート

反応式

HRID 2263033 の反応式
[O:1]=[S:2]1(=[O:20])[C:6]2[CH:7]=[C:8]([NH:11][C:12](=[O:19])OCC(Cl)(Cl)Cl)[CH:9]=[CH:10][C:5]=2[CH:4]=[CH:3]1.[S:21]1[CH:25]=[CH:24][CH:23]=[C:22]1[C:26]1[N:30]=[C:29]([N:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)[S:28][N:27]=1.C(N(C(C)C)CC)(C)C.O>CS(C)=O>[O:20]=[S:2]1(=[O:1])[C:6]2[CH:7]=[C:8]([NH:11][C:12]([N:34]3[CH2:33][CH2:32][N:31]([C:29]4[S:28][N:27]=[C:26]([C:22]5[S:21][CH:25]=[CH:24][CH:23]=5)[N:30]=4)[CH2:36][CH2:35]3)=[O:19])[CH:9]=[CH:10][C:5]=2[CH:4]=[CH:3]1

参加物

6

反応物 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 687780151-[3-(Thiophen-2-yl)-1,2,4-thiadiazol-5-yl]piperazineHCID 866254872,2,2-Trichloroethyl (1,1-dioxido-1-benzothien-6-yl)carbamate

生成物 1

HCID 68777960N-(1,1-Dioxido-1-benzothien-6-yl)-4-[3-(2-thienyl)-1,2,4-thiadiazol-5-yl]piperazine-1-carboxamide

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

A mixed solution of 2,2,2-trichloroethyl (1,1-dioxido-1-benzothien-6-yl)carbamate (257 mg, 0.720 mmol), 1-[3-(2-thienyl)-1,2,4-thiadiazol-5-yl]piperazine (200 mg, 0.792 mmol) and diisopropylethylamine (0.129 ml, 0.720 mmol) in dimethyl sulfoxide (2.5 ml) was stirred at 70° C. for 3 hours. Water was poured to the reaction mixture, and the resulting solution was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Chloroform was added to the residue, and 69.6 mg (21.0%) of the desired product as a solid was separated by filtration.

後処理

  1. extractionthe resulting solution was extracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. additionChloroform was added to the residue, and 69.6 mg (21.0%) of the desired product as a solid
  6. customwas separated by filtration

出典と根拠

ORDレコード
ord-5cf900c58ab241ab9faaf550b72ec063
出典データセット
uspto-grants-2010_12
特許番号
US07851473B2

反応ノート

読み込み中…