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

HRID 2263033노트

반응식

HRID 2263033 반응식
[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

참가 물질

6

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5cf900c58ab241ab9faaf550b72ec063
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07851473B2

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