4-(1-(2-Chlorophenoxy)ethyl)-6-(methylthio)-1,3,5-triazin-2-amine → 4-(1-(2-Chlorophenoxy)ethyl)-1,3,5-triazin-2-amine

HRID 1845877ノート

反応式

HRID 1845877 の反応式
[Cl:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[O:4][CH:5]([C:7]1[N:12]=[C:11](SC)[N:10]=[C:9]([NH2:15])[N:8]=1)[CH3:6]>C(O)C.[Ni]>[Cl:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[O:4][CH:5]([C:7]1[N:12]=[CH:11][N:10]=[C:9]([NH2:15])[N:8]=1)[CH3:6]

参加物

4

反応物 1

HCID 672552294-(1-(2-Chlorophenoxy)ethyl)-6-(methylthio)-1,3,5-triazin-2-amine

生成物 1

HCID 672620304-(1-(2-Chlorophenoxy)ethyl)-1,3,5-triazin-2-amine収率 16.4%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 702Ethanol溶媒

反応条件

温度
85 °C

実験手順

To a solution of 4-(1-(2-chlorophenoxy)ethyl)-6-(methylthio)-1,3,5-triazin-2-amine (16a) (181 mg) in ethanol (10 mL) was added. Raney-nickel was added via a syringe (2.0 mL) and the reaction mixture was heated at 85° C. for 40 minutes then cooled to room temperature and the mixture was filtered over Celite and washed with ethanol/water (1/1 v/v) and methanol. The filtrate was concentrated in vacuo and further purified by column chromatography (eluting with 1% acetontrile in dichloromethane) to give the title compound (25 mg), MS (ES): m/z 251 [M+H]+.

後処理

  1. temperaturethen cooled to room temperature
  2. filtrationthe mixture was filtered over Celite
  3. washwashed with ethanol/water (1/1 v/v) and methanol
  4. concentrationThe filtrate was concentrated in vacuo
  5. customfurther purified by column chromatography (eluting with 1% acetontrile in dichloromethane)

出典と根拠

ORDレコード
ord-f8f085edd42242acb9ff1f476e3d6a07
出典データセット
uspto-grants-2015_02
特許番号
US08952001B2

反応ノート

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