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

HRID 2061589노트

반응식

HRID 2061589 반응식
[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]

참가 물질

7

반응물 3

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

생성물 1

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

시약·촉매·용매 3

HCID 24193Titanium Tetrachloride촉매HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-3208e37bc4e443c8844a8322d7ba3ca7
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08283358B2

반응 노트

불러오는 중…