Triethylamine → (NE)-N-[(2-iodophenyl)methylidene]-4-(trifluoromethyl)benzenesulfonamide

HRID 2061589ノート

反応式

HRID 2061589 の反応式
[I:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[F:10][C:11]([F:23])([F:22])[C:12]1[CH:17]=[CH:16][C:15]([S:18]([NH2:21])(=[O:20])=[O:19])=[CH:14][CH:13]=1.C(N(CC)CC)C>C(Cl)Cl.C1COCC1.[Ti](Cl)(Cl)(Cl)Cl>[I:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1/[CH:4]=[N:21]/[S:18]([C:15]1[CH:14]=[CH:13][C:12]([C:11]([F:10])([F:23])[F:22])=[CH:17][CH:16]=1)(=[O:19])=[O:20]

参加物

7

反応物 3

HCID 8471TriethylamineHCID 700184-(Trifluoromethyl)benzenesulfonamideHCID 6434392-Iodobenzaldehyde

生成物 1

HCID 59268908(NE)-N-[(2-iodophenyl)methylidene]-4-(trifluoromethyl)benzenesulfonamide収率 116%

試薬・触媒・溶媒 3

HCID 24193Titanium Tetrachloride触媒HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To the mixture of 2-iodobenzaldehyde (11) (12.3 g, 53 mmol) and 4-trifluoromethylbenzenesulfonamide (12) (12.15 g, 54 mmol) in CH2Cl2 (110 mL) and THF (27 mL) was added triethylamine (22.5 mL) and titanium(IV) chloride (3 mL) at 0° C. After stirring at 0° C. for 2 h, the solid was separated via Celite filtration. The filtrate was concentrated under reduced pressure to dryness, triturated with toluene to give 27 g of a yellow solid as the crude product (3) which was used without further purification.

後処理

  1. customthe solid was separated via Celite filtration
  2. concentrationThe filtrate was concentrated under reduced pressure to dryness
  3. customtriturated with toluene

出典と根拠

ORDレコード
ord-3208e37bc4e443c8844a8322d7ba3ca7
出典データセット
uspto-grants-2012_10
特許番号
US08283358B2

反応ノート

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