Diisopropyl Ether → 5-Methylbenzimidazolone

HRID 1503225ノート

反応式

HRID 1503225 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([NH2:9])[CH:3]=1.[C:10](N1C=CN=C1)(N1C=CN=C1)=[O:11].C(OC(C)C)(C)C>O1CCCC1.ClCCl>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]2[NH:8][C:10](=[O:11])[NH:9][C:4]=2[CH:3]=1

参加物

6

反応物 3

HCID 7914Diisopropyl EtherHCID 103323,4-DiaminotolueneHCID 682631,1'-Carbonyldiimidazole

生成物 1

HCID 2231345-Methylbenzimidazolone収率 81.1%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 4-methyl-1,2-phenylenediamine (1) (25 g) in tetrahydrofuran (375 mL) was added dropwise a solution of 1,1′-carbonyldiimidazole (36.5 g) in dichloromethane (375 mL). After stirring at room temperature for 6.5 hr, diisopropylether (375 mL) was added to the reaction mixture. After stirring at room temperature, the resulting precipitate was collected by filtration. The precipitate was washed with diisopropyl ether, and dried under reduced pressure to give 5-methyl-1,3-dihydrobenzimidazol-2-one (2) (24.6 g).

後処理

  1. stirringAfter stirring at room temperature
  2. filtrationthe resulting precipitate was collected by filtration
  3. washThe precipitate was washed with diisopropyl ether
  4. customdried under reduced pressure

出典と根拠

ORDレコード
ord-5d4a4d46e4d341b2ad72b1f0468b94d1
出典データセット
uspto-grants-2015_12
特許番号
US09212169B2

反応ノート

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