Cyclopentylamine → N-Cyclopentyl-N′-4-pyridazinylurea

HRID 648428

反応式

HRID 648428 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8](=[O:16])OC2C=CC=CC=2)=[CH:3][N:2]=1.[CH:17]1([NH2:22])[CH2:21][CH2:20][CH2:19][CH2:18]1>O1CCCC1>[N:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8]([NH:22][CH:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)=[O:16])=[CH:3][N:2]=1

参加物

4

反応物 2

HCID 2906CyclopentylamineHCID 14099147Phenyl pyridazin-4-ylcarbamate

生成物 1

HCID 14099149N-Cyclopentyl-N′-4-pyridazinylurea

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A stirred solution of 2.0 grams (0.009 mole) of phenyl N-(4-pyridazinyl)carbamate and 1.0 ml of cyclopentylamine in tetrahydrofuran was heated under reflux for 18 hours. The reaction mixture was filtered and the filtrate concentrated under reduced pressure to a residue. The residue was purified by column chromatography on silica gel. Elution was accomplished with 10% methanol in methylene chloride. The appropriate fractions were combined and concentrated under reduced pressure to yield 0.2 gram of N-(4-pyridazinyl)-N'-cyclopentylurea. This material were combined with the identical product from a previous reaction to yield 0.5 gram; m.p. 192°-195° C. dec. The nmr spectrum was consistent with the proposed structure. The reaction was repeated several times.

後処理

  1. temperatureunder reflux for 18 hours
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate concentrated under reduced pressure to a residue
  4. customThe residue was purified by column chromatography on silica gel
  5. washElution
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-44ba51dd1dd34f9db57b60a204cfea36
出典データセット
uspto-grants-1988_04
特許番号
US04735650

関連ノート

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