1-(3-Cyano-4-methoxyphenyl)-5-[4-(methylthio)phenyl]-2-pyrazoline-3-amine → 1-(3-Cyano-4-methoxyphenyl)-5-[4-(methylthio)phenyl]pyrazole-3-amine

HRID 429324노트

반응식

HRID 429324 반응식
[C:1]([C:3]1[CH:4]=[C:5]([N:11]2[CH:15]([C:16]3[CH:21]=[CH:20][C:19]([S:22][CH3:23])=[CH:18][CH:17]=3)[CH2:14][C:13]([NH2:24])=[N:12]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10])#[N:2]>C1(C)C=CC=CC=1.[O-2].[Mn+4].[O-2]>[C:1]([C:3]1[CH:4]=[C:5]([N:11]2[C:15]([C:16]3[CH:21]=[CH:20][C:19]([S:22][CH3:23])=[CH:18][CH:17]=3)=[CH:14][C:13]([NH2:24])=[N:12]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10])#[N:2]

참가 물질

4

반응물 1

HCID 183554041-(3-Cyano-4-methoxyphenyl)-5-[4-(methylthio)phenyl]-2-pyrazoline-3-amine

생성물 1

HCID 183553791-(3-Cyano-4-methoxyphenyl)-5-[4-(methylthio)phenyl]pyrazole-3-amine수율 27.7%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 1140Toluene용매

실험 절차

A mixture of 1-(3-cyano-4-methoxyphenyl)-5-[4-(methylthio)phenyl]-2-pyrazoline-3-amine (4.0 g) and manganese(IV) oxide (6.0 g) in toluene (100 ml) was stirred at ambient temperature for 8 hours. The insoluble material was filtered and washed with ethyl acetate. The resulting solution was concentrated under reduced pressure. The residue was subjected to column chromatography on silica gel eluting with a mixture of acetone and dichloromethane (1:1) to give partially purified 1-(3-cyano-4-methoxyphenyl)-5-[4-(methylthio)phenyl]pyrazole-3-amine (1.1 g).

후처리

  1. filtrationThe insoluble material was filtered
  2. washwashed with ethyl acetate
  3. concentrationThe resulting solution was concentrated under reduced pressure
  4. additionThe residue was subjected to column chromatography on silica gel eluting with a mixture of acetone and dichloromethane (1:1)

출처 및 근거

ORD 기록
ord-8159d657b03644d0bb0d62ffacccb004
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06316485B1

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