Stannous Chloride → 5-Amino-2-hydroxy-2,4,6-cycloheptatrien-1-one

HRID 1689581

반응식

HRID 1689581 반응식
[CH:1]1[C:9](=[N:10]O)[CH:8]=[CH:7][C:5](=[O:6])[C:3](=[O:4])[CH:2]=1.[Sn](Cl)Cl>C(O)C>[CH:1]1[C:9]([NH2:10])=[CH:8][CH:7]=[C:5]([OH:6])[C:3](=[O:4])[CH:2]=1

참가 물질

4

반응물 2

HCID 24479Stannous ChlorideHCID 178516264HCID 178516264, 화합물

생성물 1

HCID 234505-Amino-2-hydroxy-2,4,6-cycloheptatrien-1-one수율 10%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a stirred solution of 0.39 g of 5-nitrosotropolone (2.6 mmole, obtained from the previous example) and 10 mL of absolute ethanol was added 2.92 g of Tin (II) chloride (12.9 mmole). After 40 minutes at reflux the solution was cooled, filtered, and the liquefied portion was partitioned between ethyl acetate and water. The organic fraction was concentrated in vacuo to give 35 mg (10%) of 5-aminotropolone as a yellow solid. IR spectroscopy of the product (neat) found the following characteristic IR absorption frequencies: 3319 cm−1, 3181 cm−1, 2925 cm−1, 1511 cm−1, 1410 cm−1, 1261 cm−1, 837 cm−1, 781 cm−1, and 739 cm−1.

후처리

  1. temperatureAfter 40 minutes at reflux the solution
  2. temperaturewas cooled
  3. filtrationfiltered
  4. customthe liquefied portion was partitioned between ethyl acetate and water
  5. concentrationThe organic fraction was concentrated in vacuo

출처 및 근거

ORD 기록
ord-945129e1f28c4efdaf453b584afba424
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153440B2

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