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

HRID 9133

反応式

HRID 9133 の反応式
[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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 131709914Lindlars catalyst触媒HCID 702Ethanol溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-b034843c1eae49b58ee346d1b1960c87
出典データセット
uspto-grants-2006_08
特許番号
US07091227B2

関連ノート

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