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

HRID 648428

반응식

HRID 648428 반응식
[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

참가 물질

4

반응물 2

HCID 2906CyclopentylamineHCID 14099147Phenyl pyridazin-4-ylcarbamate

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-44ba51dd1dd34f9db57b60a204cfea36
출처 데이터셋
uspto-grants-1988_04
특허 번호
US04735650

연결된 노트

불러오는 중…