Borane;tetrahydrofuran → 6-Nitro-3,4-dihydro-2H-benzo[b][1,4]thiazine

HRID 1618642ノート

反応式

HRID 1618642 の反応式
[N+:1]([C:4]1[CH:14]=[CH:13][C:7]2[S:8][CH2:9][C:10](=O)[NH:11][C:6]=2[CH:5]=1)([O-:3])=[O:2].B.C1COCC1>>[N+:1]([C:4]1[CH:14]=[CH:13][C:7]2[S:8][CH2:9][CH2:10][NH:11][C:6]=2[CH:5]=1)([O-:3])=[O:2]

参加物

3

反応物 2

HCID 2723981Borane;tetrahydrofuranHCID 41823566-Nitro-2H-benzo[b][1,4]thiazin-3(4H)-one

生成物 1

HCID 457916016-Nitro-3,4-dihydro-2H-benzo[b][1,4]thiazine

実験手順

6-nitro-2H-benzo[b][1,4]thiazin-3(4H)-one (4 g, 19 mmol) was stirred in BH3-THF (285 mL, 258 mmol) at reflux overnight. After this time the reaction mixture was cooled to rt and quenched with MeOH. The reaction was partitioned between EtOAc and water. The separated organic layer was dried over Mg2SO4 and evaporated in vacuo to give 6-nitro-3,4-dihydro-2H-benzo[b][1,4]thiazine that was used without further purification in the next step. Mass Spectrum (ESI) m/e=197 (M+1).

後処理

  1. temperatureat reflux overnight
  2. customquenched with MeOH
  3. customThe reaction was partitioned between EtOAc and water
  4. dry with materialThe separated organic layer was dried over Mg2SO4
  5. customevaporated in vacuo

出典と根拠

ORDレコード
ord-09883a05e25f434c859cd510e68e29cd
出典データセット
uspto-grants-2014_07
特許番号
US08765940B2

反応ノート

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