1-(6-Phenylacetylenyl-2-benzothiazolyl)-3-ethylurea → 1-(6-(2(Z)-Phenylvinyl)-2-benzothiazolyl)-3-ethylurea

HRID 9133

반응식

HRID 9133 반응식
[C:1]1([C:7]#[C:8][C:9]2[CH:23]=[CH:22][C:12]3[N:13]=[C:14]([NH:16][C:17]([NH:19][CH2:20][CH3:21])=[O:18])[S:15][C:11]=3[CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>[Pd].CC([O-])=O.CC([O-])=O.[Pb+2].C(O)C>[C:1]1(/[CH:7]=[CH:8]\[C:9]2[CH:23]=[CH:22][C:12]3[N:13]=[C:14]([NH:16][C:17]([NH:19][CH2:20][CH3:21])=[O:18])[S:15][C:11]=3[CH:10]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

4

반응물 1

HCID 219855451-(6-Phenylacetylenyl-2-benzothiazolyl)-3-ethylurea

생성물 1

HCID 865889731-(6-(2(Z)-Phenylvinyl)-2-benzothiazolyl)-3-ethylurea수율 41%

시약·촉매·용매 2

HCID 131709914Lindlars catalyst촉매HCID 702Ethanol용매

실험 절차

A suspension of 1-(6-phenylacetylenyl-2-benzothiazolyl)-3-ethylurea (0.032 g, 83% purity by weight, 0.083 mmol) and Lindlar catalyst (0.030 g, 5% weight purity, 0.012 mmol, 0.15 eq) in 2 mL ethanol was purged with nitrogen gas, followed by bubbling of hydrogen gas. It was stirred under hydrogen atmosphere for about 36 hours. The mixture was taken up in 10 mL MeOH, filtered, concentrated, and purified by preparative TLC to give 0.011 g (41%) of the desired compound. LC/MS 324 (M+1); LC retention time 2.84 min.

후처리

  1. customwas purged with nitrogen gas
  2. customby bubbling of hydrogen gas
  3. filtrationfiltered
  4. concentrationconcentrated
  5. custompurified by preparative TLC

출처 및 근거

ORD 기록
ord-b034843c1eae49b58ee346d1b1960c87
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091227B2

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