Hydrazine hydrate (1:1) → (Z)-[(2-phenyl-1,3-thiazol-4-yl)-(3,4,5-trimethoxyphenyl)methylidene]hydrazine

HRID 70031노트

반응식

HRID 70031 반응식
[C:1]1([C:7]2[S:8][CH:9]=[C:10]([C:12]([C:14]3[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([O:24][CH3:25])[CH:15]=3)=O)[N:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[NH2:27][NH2:28]>C(Cl)Cl.C(O)C>[N:27](=[C:12](/[C:14]1[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22][CH3:23])=[C:16]([O:24][CH3:25])[CH:15]=1)\[C:10]1[N:11]=[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[S:8][CH:9]=1)\[NH2:28]

참가 물질

5

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 252274304-(3,4,5-Trimethoxybenzoyl)-2-phenylthiazole

생성물 1

HCID 53364199(Z)-[(2-phenyl-1,3-thiazol-4-yl)-(3,4,5-trimethoxyphenyl)methylidene]hydrazine

시약·촉매·용매 2

HCID 702Ethanol용매HCID 6344Dichloromethane용매

실험 절차

To a mixture of 1h (230 mg, 0.65 mmol) in 3 mL CH2Cl2 and 3 mL ethanol was added hydrazine hydrate (2 mL). Then the mixture was refluxed for overnight. After completion of the reaction, the residue was absorbed on silica gel and purified by column chromatography to give compounds 2d-cis (80 mg) and 2d-trans (56 mg). NMR (300 MHz, CDCl3) δ 8.01-7.98 (m, 2H), 7.49-7.46 (m, 5H), 7.33 (s, 1H), 6.82 (s, 2H), 3.87 (s, 3H), 3.85 (s, 6H). MS (ESI) m/z 370.1 (M+H)+.

후처리

  1. temperatureThen the mixture was refluxed for overnight
  2. customAfter completion of the reaction
  3. customthe residue was absorbed on silica gel
  4. custompurified by column chromatography
  5. customto give compounds

출처 및 근거

ORD 기록
ord-aabcac90af5948ec892e22a42c761e4d
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822513B2

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