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

HRID 1689581

反応式

HRID 1689581 の反応式
[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

参加物

4

反応物 2

HCID 24479Stannous ChlorideHCID 178516264HCID 178516264、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-945129e1f28c4efdaf453b584afba424
出典データセット
uspto-grants-2012_04
特許番号
US08153440B2

関連ノート

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