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Diisopropylethylamine → N-[1-cyano-1-methyl-2-(5-cyano-2-{2,4-dichlorophenoxy}-phenoxy)-ethyl]-4-trifluoromethoxybenzamide

HRID 646197
ノート
印刷プレビュー

反応式

HRID 646197 の反応式
[NH2:1][C:2]([C:23]#[N:24])([CH3:22])[CH2:3][O:4][C:5]1[CH:6]=[C:7]([CH:10]=[CH:11][C:12]=1[O:13][C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=1[Cl:21])[C:8]#[N:9].C(N(C(C)C)C(C)C)C.[F:34][C:35]([F:47])([F:46])[O:36][C:37]1[CH:45]=[CH:44][C:40]([C:41](Cl)=[O:42])=[CH:39][CH:38]=1>ClCCl>[C:23]([C:2]([NH:1][C:41](=[O:42])[C:40]1[CH:44]=[CH:45][C:37]([O:36][C:35]([F:34])([F:46])[F:47])=[CH:38][CH:39]=1)([CH3:22])[CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:8]#[N:9])[CH:10]=[CH:11][C:12]=1[O:13][C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][C:15]=1[Cl:21])#[N:24]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 1421104-(Trifluoromethoxy)benzoyl ChlorideHCID 686162113-(2-Amino-2-cyano-1-propoxy)-4-(2,4-dichlorophenoxy)-benzonitrile

生成物 1

HCID 11214981N-[1-cyano-1-methyl-2-(5-cyano-2-{2,4-dichlorophenoxy}-phenoxy)-ethyl]-4-trifluoromethoxybenzamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

13.04 g of 3-(2-amino-2-cyano-1-propoxy)-4-(2,4-dichlorophenoxy)-benzonitrile and 6.1 g of ethyldiisopropylamine are dissolved in 120 ml of dichloromethane. After cooling the mixture to 0°, 9.9 g of 4-trifluoromethoxybenzoyl chloride is added, the reaction mixture stirred at room temperature for 6 h and then concentrated under vacuum. The residue is dissolved in ethylacetate and washed with a 1N aqueous solution of sodium hydroxide, water, a 1N aqueous solution of hydrogen chloride, again with water and finally with brine. The organic phase is dried over magnesium sulfate, filtered and evaporated. The raw residue is then recrystallized in diethylether/hexane, thus yielding the title compound with a melting point of 151-2°.

後処理

  1. temperatureAfter cooling the mixture to 0°
  2. concentrationconcentrated under vacuum
  3. dissolutionThe residue is dissolved in ethylacetate
  4. washwashed with a 1N aqueous solution of sodium hydroxide, water
  5. dry with materialThe organic phase is dried over magnesium sulfate
  6. filtrationfiltered
  7. customevaporated
  8. customThe raw residue is then recrystallized in diethylether/hexane

出典と根拠

ORDレコード
ord-2ba926e6ebaf44b4a16d40a205666a8c
出典データセット
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07705047B2

反応ノート

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