Toluene → 3-(3-Fluoro-4-isopropyl-phenyl)-5-methyltetrahydro-1,3,5-oxadiazin-4-one

HRID 262931

反応式

HRID 262931 の反応式
[F:1][C:2]1[CH:3]=[C:4]([NH:11][C:12]([NH:14][CH3:15])=[O:13])[CH:5]=[CH:6][C:7]=1[CH:8]([CH3:10])[CH3:9].CN(C)[CH:18]=[O:19].[C:21]1(C)C=CC=CC=1>C1(C)C=CC(S(O)(=O)=O)=CC=1>[F:1][C:2]1[CH:3]=[C:4]([N:11]2[C:12](=[O:13])[N:14]([CH3:21])[CH2:15][O:19][CH2:18]2)[CH:5]=[CH:6][C:7]=1[CH:8]([CH3:9])[CH3:10]

参加物

6

反応物 4

HCID 1140TolueneHCID 6228DimethylformamideHCID 21317057N-(3-Fluoro-4-isopropyl-phenyl)-N'-methyl-ureaHCID 178486302HCID 178486302、化合物

生成物 1

HCID 213170583-(3-Fluoro-4-isopropyl-phenyl)-5-methyltetrahydro-1,3,5-oxadiazin-4-one収率 82%

試薬・触媒・溶媒 1

HCID 6101p-Toluenesulfonic acid触媒

反応条件

温度
80 °C

実験手順

N-(3-Fluoro-4-isopropyl-phenyl)-N'-methyl-urea (one mol=210 g.) and polyoxymethylene (1 mol=90 g.) are dissolved in toluene (800 cc.) in the presence of para-toluenesulphonic acid (0.3 mol=51.6 g.) as a catalyst and of dimethylformamide (0.3 mol=22 g.), and the mixture is heated for 15 minutes at 80° C. After having washed the solution with water and then concentrated it, 3-(3-fluoro-4-isopropyl-phenyl)-5-methyltetrahydro-1,3,5-oxadiazin-4-one is obtained in the form of an oil which is purified by dissolving in hot hexane and recrystallising.

後処理

  1. washAfter having washed the solution with water
  2. concentrationconcentrated it

出典と根拠

ORDレコード
ord-510a4bf1a90642f583f7a61a6c0b2b29
出典データセット
uspto-grants-1979_05
特許番号
US04155747

関連ノート

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