alpha-Hydrazino-m-cresol dihydrochloride → 6-(3,5-Dibromo-4-hydroxyphenyl)-2-(3-hydroxybenzyl)-4,5-dihydropyridazin-3(2H)-one

HRID 2061415노트

반응식

HRID 2061415 반응식
[Br:1][C:2]1[CH:3]=[C:4]([C:10](=O)[CH2:11][CH2:12][C:13]([OH:15])=O)[CH:5]=[C:6]([Br:9])[C:7]=1[OH:8].Cl.Cl.[OH:19][C:20]1[CH:21]=[C:22]([CH:26]=[CH:27][CH:28]=1)[CH2:23][NH:24][NH2:25]>C(O)C>[Br:9][C:6]1[CH:5]=[C:4]([C:10]2[CH2:11][CH2:12][C:13](=[O:15])[N:24]([CH2:23][C:22]3[CH:26]=[CH:27][CH:28]=[C:20]([OH:19])[CH:21]=3)[N:25]=2)[CH:3]=[C:2]([Br:1])[C:7]=1[OH:8]

참가 물질

4

반응물 2

HCID 2724402alpha-Hydrazino-m-cresol dihydrochlorideHCID 45806384-(3,5-Dibromo-4-hydroxyphenyl)-4-oxobutanoic acid

생성물 1

HCID 1361599086-(3,5-Dibromo-4-hydroxyphenyl)-2-(3-hydroxybenzyl)-4,5-dihydropyridazin-3(2H)-one수율 49.1%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A stirred mixture of 4-(3,5-dibromo-4-hydroxyphenyl)-4-oxobutanoic acid (H) (150 mg, 0.426 mmol) and 3-hydroxybenzylhydrazine dihydrochloride (135 mg, 0.639 mmol) in ethanol was heated to reflux. After heating for 16 h, the reaction mixture was cooled down and the precipitate formed was collected and dried in vacuo. This gave the title compound as a red solid (95 mg, 49%)1H NMR δ (ppm) (DMSO-d6): 2.59 (2 H, t), 3.01 (2 H, t, J=8.2 Hz), 4.88 (2H, s), 6.67 (1 H, d, J=8.2 Hz), 6.69-6.76 (2 H, m), 7.14 (1 H, t, J=7.8 Hz), 7.92 (2 H, s), 9.39 (1 H, s), 10.44 (1 H, s). LCMS (10 cm_apci_formic) Rt 3.33 min; m/z 453/455/457 [M+H].

후처리

  1. temperaturewas heated to reflux
  2. temperatureAfter heating for 16 h
  3. temperaturethe reaction mixture was cooled down
  4. customthe precipitate formed
  5. customwas collected
  6. customdried in vacuo

출처 및 근거

ORD 기록
ord-4df88f1c7e604e81a5f35556b16e5c94
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08283351B2

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