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 429324ノート

反応式

HRID 429324 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 1140Toluene溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-8159d657b03644d0bb0d62ffacccb004
出典データセット
uspto-grants-2001_11
特許番号
US06316485B1

反応ノート

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