2-Chloro-6-fluorobenzaldehyde → N-[(E)-(2-chloro-6-fluorophenyl)methylideneamino]-4-iodoaniline

HRID 59227

반응식

HRID 59227 반응식
[I:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][NH2:9])=[CH:4][CH:3]=1.[Cl:10][C:11]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:12]=1[CH:13]=O>C(O)C>[Cl:10][C:11]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[C:12]=1/[CH:13]=[N:9]/[NH:8][C:5]1[CH:6]=[CH:7][C:2]([I:1])=[CH:3][CH:4]=1

참가 물질

4

반응물 2

HCID 678472-Chloro-6-fluorobenzaldehydeHCID 7045914-Iodophenylhydrazine

생성물 1

HCID 90020166N-[(E)-(2-chloro-6-fluorophenyl)methylideneamino]-4-iodoaniline수율 75%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

To a solution of (4-iodophenyl)hydrazine (1.0 g, 4.27 mmol) in ethanol (10 mL) was slowly added solution of 2-chloro-6-fluorobenzaldehyde (0.675 g, 4.27 mmol) in ethanol (10 mL). The reaction mass was stirred at RT for 5-6 h. The reaction mass was quenched in water and extracted with ethyl acetate. The organic layer was concentrated to afford 1.2 g of desired product. 1H NMR (300 MHz, DMSO d6): δ 6.87 (d, J=8.4 Hz, 2H), 7.26-7.36 (m, 3H), 7.53 (d, J=9.0 Hz, 2H), 8.06 (s, 1H), 10.84 (s, 1H). MS (m/z): 374.87 (M)+.

후처리

  1. customThe reaction mass was quenched in water
  2. extractionextracted with ethyl acetate
  3. concentrationThe organic layer was concentrated

출처 및 근거

ORD 기록
ord-2595c5be4d374fcaa4ba35c003b99004
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09439890B2

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