Triethylamine → (2,6-Dichlorophenyl)(2-methyl-1H-imidazol-1-yl)methanone

HRID 1903557ノート

反応式

HRID 1903557 の反応式
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][N:6]=1.C(N(CC)CC)C.[Cl:14][C:15]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:16]=1[C:17](Cl)=[O:18]>O1CCCC1>[Cl:14][C:15]1[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[C:16]=1[C:17]([N:3]1[CH:4]=[CH:5][N:6]=[C:2]1[CH3:1])=[O:18]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 127492-MethylimidazoleHCID 783922,6-Dichlorobenzoyl chloride

生成物 1

HCID 13398629(2,6-Dichlorophenyl)(2-methyl-1H-imidazol-1-yl)methanone

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

20.5 g of 2-methylimidazole and 25.3 g of triethylamine are dissolved in 200 ml of tetrahydrofuran. To this solution are added dropwise, within 15 minutes at reflux temperature, 52.4 g of 2,6-dichlorobenzoyl chloride (dissolved in 100 ml of tetrahydrofuran). The mixture is refluxed for 30 minutes, and subsequently freed from triethylamine hydrochloride by filtration in vacuo. The filtrate is concentrated to dryness in a rotary evaporator and the residue is recrystallised from 130 ml of acetonitrile. The crystals are filtered off with suction, washed with acetonitrile, and dried at 60° C. in vacuo to thus obtain 46.0 g (72.2% of theory) of the product, m.p. 116°-119° C.

後処理

  1. additionTo this solution are added dropwise, within 15 minutes
  2. temperatureThe mixture is refluxed for 30 minutes
  3. filtrationsubsequently freed from triethylamine hydrochloride by filtration in vacuo
  4. concentrationThe filtrate is concentrated to dryness in a rotary evaporator
  5. customthe residue is recrystallised from 130 ml of acetonitrile
  6. filtrationThe crystals are filtered off with suction
  7. washwashed with acetonitrile
  8. customdried at 60° C. in vacuo to thus obtain 46.0 g (72.2% of theory) of the product, m.p. 116°-119° C.

出典と根拠

ORDレコード
ord-6fc4512154f5445b870e4cc707886839
出典データセット
uspto-grants-1984_03
特許番号
US04436892

反応ノート

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