Hydrochloric Acid → 2-(2-Chlorophenyl)-1,3-diazaspiro[4.4]non-1-en-4-one

HRID 1890705ノート

反応式

HRID 1890705 の反応式
[NH2:1][C:2]([C:4]1([NH:9][C:10](=O)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:17])[CH2:8][CH2:7][CH2:6][CH2:5]1)=[O:3].[OH-].[Na+].Cl>CO.C(Cl)Cl>[Cl:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[C:10]1[NH:1][C:2](=[O:3])[C:4]2([CH2:8][CH2:7][CH2:6][CH2:5]2)[N:9]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58550576N-[1-(Aminocarbonyl)cyclopentyl]-2-chlorobenzamide

生成物 1

HCID 585505832-(2-Chlorophenyl)-1,3-diazaspiro[4.4]non-1-en-4-one

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
90 °C

実験手順

Into a solution of N-[1-(aminocarbonyl)cyclopentyl]-2-chlorobenzamide from Step A (0.51 g, 1.912 mmol) in methanol (10 mL) was added NaOH (1.15 mL, 5 N). This solution was heated at 90° C. for 2.5 h. After allowing the reaction mixture to cool, the bulk of the solvent was removed in vacuo to give a residue, which was then neutralized by the addition of 1 N HCl and diluted with DCM. The layers were separated and the aqueous layer was extracted with an additional volume of DCM. The combined organics were dried over sodium sulfate, filtered, and concentrated in vacuo to yield the title compound as a white solid. MS: m/z=249 (M+1).

後処理

  1. temperatureto cool
  2. customthe bulk of the solvent was removed in vacuo
  3. customto give a residue, which
  4. customThe layers were separated
  5. extractionthe aqueous layer was extracted with an additional volume of DCM
  6. dry with materialThe combined organics were dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-beb8a6f2532d410daaede95d678130b1
出典データセット
uspto-grants-2013_08
特許番号
US08507477B2

反応ノート

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