Hydroxyamine hydrochloride → 5-(Thiophen-2-YL)-1,2-oxazole

HRID 1264658ノート

反応式

HRID 1264658 の反応式
CN(C)[C:3](=[CH2:11])[C:4]([C:6]1[S:7][CH:8]=[CH:9][CH:10]=1)=[O:5].Cl.[NH2:14]O>CO>[S:7]1[CH:8]=[CH:9][CH:10]=[C:6]1[C:4]1[O:5][N:14]=[CH:11][CH:3]=1

参加物

4

反応物 2

HCID 443297Hydroxyamine hydrochlorideHCID 22288452beta-Dimethylamino-1-(2-thienyl)-2-propen-1-one

生成物 1

HCID 120499865-(Thiophen-2-YL)-1,2-oxazole収率 93.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of Compound 3 (18.1 g, 100 mmol) and hydroxylamine hydrochloride (7.0 g, 101 mmol) in 100 mL of anhydrous methanol was refluxed under nitrogen for 2 hours. The reaction mixture was cooled, concentrated and partitioned between water and dichloromethane. The dichloromethane layer was dried with anhydrous sodium sulfate, filtered and concentrated as to yield compound 4 as a dark yellow-orange oil (14.1 g, 93.3 mmol, 93%). GC/MS, m/z=151 at tR=8.30 min (100%). LC/MS,[M+H]=152.

後処理

  1. temperaturewas refluxed under nitrogen for 2 hours
  2. temperatureThe reaction mixture was cooled
  3. concentrationconcentrated
  4. custompartitioned between water and dichloromethane
  5. dry with materialThe dichloromethane layer was dried with anhydrous sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated as

出典と根拠

ORDレコード
ord-58f76ba247034a5cb9aea81f898637b5
出典データセット
uspto-grants-2003_04
特許番号
US06544999B2

反応ノート

読み込み中…