Cyclopentylamine → N-(2-Chloro-4-pyridinyl)-N′-cyclopentylurea

HRID 619877노트

반응식

HRID 619877 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9](=[O:17])OC2C=CC=CC=2)[CH:5]=[CH:4][N:3]=1.[CH:18]1([NH2:23])[CH2:22][CH2:21][CH2:20][CH2:19]1>CC(C)=O>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]([NH:23][CH:18]2[CH2:22][CH2:21][CH2:20][CH2:19]2)=[O:17])[CH:5]=[CH:4][N:3]=1

참가 물질

4

반응물 2

HCID 2906CyclopentylamineHCID 21247422Phenyl (2-chloropyridin-4-yl)carbamate

생성물 1

HCID 14625237N-(2-Chloro-4-pyridinyl)-N′-cyclopentylurea수율 85.8%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A stirred solution of 3.5 grams (0.0141 mole) of phenyl N-(2-chloro-4-pyridinyl)carbamate and 1.7 ml (0.0172 mole) of cyclopentylamine in 60 ml of acetone was heated under reflux for three hours. The reaction mixture was cooled and concentrated under reduced pressure to a residual oil. The oil was dissolved in 20 ml of methylene chloride and passed through a column of silica gel. Elution was accomplished with 5% and 10% acetone-methylene chloride. The appropriate fractions were combined and concentrated under reduced pressure to yield 2.9 grams of N-(2-chloro-4-pyridinyl)-N'-cyclopentylurea; m.p. 119°-121° C. The nmr spectrum was consistent with the proposed structure.

후처리

  1. temperatureunder reflux for three hours
  2. temperatureThe reaction mixture was cooled
  3. concentrationconcentrated under reduced pressure to a residual oil
  4. dissolutionThe oil was dissolved in 20 ml of methylene chloride
  5. washElution
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-3dad35d76aeb4b838342935cc8eec840
출처 데이터셋
uspto-grants-1989_04
특허 번호
US04818271

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