Tetrahydrofuran → 4-chloro-N-[2-(isopropylsulfonyl)phenyl]-6-methoxy-1,3,5-triazine-2-amine

HRID 1879640

反応式

HRID 1879640 の反応式
Cl[C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([O:9][CH3:10])[N:3]=1.O1CCCC1.[CH:16]([S:19]([C:22]1[CH:28]=[CH:27][CH:26]=[CH:25][C:23]=1[NH2:24])(=[O:21])=[O:20])([CH3:18])[CH3:17].C(N(C(C)C)C(C)C)C>O>[Cl:8][C:6]1[N:5]=[C:4]([O:9][CH3:10])[N:3]=[C:2]([NH:24][C:23]2[CH:25]=[CH:26][CH:27]=[CH:28][C:22]=2[S:19]([CH:16]([CH3:18])[CH3:17])(=[O:21])=[O:20])[N:7]=1

参加物

6

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 192672,4-Dichloro-6-methoxy-3,5-triazineHCID 81531DiisopropylethylamineHCID 126463662-(Propane-2-sulfonyl)aniline

生成物 1

HCID 866409454-chloro-N-[2-(isopropylsulfonyl)phenyl]-6-methoxy-1,3,5-triazine-2-amine収率 29.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a mixture of 2,4-dichloro-6-methoxy-1,3,5-triazine (370 mg) and tetrahydrofuran (10 mL), a mixture of 2-(isopropylsulfonyl)aniline (400 mg), N-ethyl-N-isopropylpropane-2-amine (0.72 mL) and tetrahydrofuran (5 mL) was added and stirred overnight at room temperature and further stirred at 70° C. for 7 hours. The reaction mixture was cooled on ice and diluted with water (60 mL). The precipitated solid was collected by filtration, purified by silica gel column chromatography (eluent; chloroform) and then washed with hexane to give 4-chloro-N-[2-(isopropylsulfonyl)phenyl]-6-methoxy-1,3,5-triazine-2-amine (200 mg) as a white solid.

後処理

  1. additionwas added
  2. stirringfurther stirred at 70° C. for 7 hours
  3. temperatureThe reaction mixture was cooled on ice
  4. filtrationThe precipitated solid was collected by filtration
  5. custompurified by silica gel column chromatography (eluent; chloroform)
  6. washwashed with hexane

出典と根拠

ORDレコード
ord-8741d9b92fbf46ac9b464107eacc1a17
出典データセット
uspto-grants-2012_11
特許番号
US08318702B2

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