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

HRID 1264658노트

반응식

HRID 1264658 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-58f76ba247034a5cb9aea81f898637b5
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06544999B2

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