Lawesson's reagent → HCID 86727413、化合物

HRID 519048ノート

反応式

HRID 519048 の反応式
[N+:1]([C:4]1[CH:21]=[CH:20][C:7]2[S:8][CH2:9][C:10](=O)[N:11]([CH:12]([CH3:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:6]=2[CH:5]=1)([O-:3])=[O:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:31])=CC=1>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:21]=[CH:20][C:7]2[S:8][CH2:9][C:10](=[S:31])[N:11]([CH:12]([CH3:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:6]=2[CH:5]=1)([O-:3])=[O:2]

参加物

4

反応物 2

HCID 87949Lawesson's reagentHCID 86727412HCID 86727412、化合物

生成物 1

HCID 86727413HCID 86727413、化合物収率 55%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of ethyl 2-(6-nitro-3-oxo-2H-benzo[b][1,4]thiazin-4(3H)-yl)propanoate (0.189 g, 0.61 mmol) and Lawesson's reagent (0.493 g, 1.22 mmol) in toluene (40 mL) was heated at reflux for 16 h. After cooling to ambient temperature, the mixture was concentrated in vacuo. The residue was purified by column chromatography on silica gel (eluting with 8% EtOAc in petroleum ether) to give ethyl 2-(6-nitro-3-thioxo-2H-benzo[b][1,4]thiazin-4(3H)-yl)propanoate (0.109 g, 55%). TLC (eluting with 25% EtOAc in petroleum ether) Rf=0.3.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 16 h
  3. concentrationthe mixture was concentrated in vacuo
  4. customThe residue was purified by column chromatography on silica gel (eluting with 8% EtOAc in petroleum ether)

出典と根拠

ORDレコード
ord-4d12e645288545edb002e919f55eedac
出典データセット
uspto-grants-2015_08
特許番号
US09115151B2

反応ノート

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