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Ethanolamine → 2-[(1-Oxido-7,8-dihydro-6H-indeno[5,6-e][1,2,4]triazin-3-yl)amino]ethanol

HRID 1669012
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HRID 1669012 반응식
[NH2:1][CH2:2][CH2:3][OH:4].Cl[C:6]1[N:7]=[N+:8]([O-:19])[C:9]2[CH:18]=[C:17]3[C:13]([CH2:14][CH2:15][CH2:16]3)=[CH:12][C:10]=2[N:11]=1>COCCOC>[O-:19][N+:8]1[C:9]2[CH:18]=[C:17]3[C:13](=[CH:12][C:10]=2[N:11]=[C:6]([NH:1][CH2:2][CH2:3][OH:4])[N:7]=1)[CH2:14][CH2:15][CH2:16]3
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참가 물질

4

반응물 2

HCID 700EthanolamineHCID 160813203-Chloro-7,8-dihydro-6H-indeno[5,6-e][1,2,4]triazine 1-Oxide

생성물 1

HCID 119507602-[(1-Oxido-7,8-dihydro-6H-indeno[5,6-e][1,2,4]triazin-3-yl)amino]ethanol수율 99.1%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

2-Aminoethanol (1.80 mL, 30.0 mmol) was added to a stirred solution of chloride 21 (2.21 g, 10.0 mmol) in DME (100 mL) and the solution stirred at reflux temperature for 90 min. The solvent was evaporated and the residue stirred with water (150 mL) at 20° C. for 30 min. The solid was filtered, washed with water several times and dried to give alcohol 24 (2.44 g, 99%) as an orange solid: mp (DME/water) 222-224° C.; 1H NMR [(CD3)2SO] δ 7.92 (s, 1H, H-9), 7.54 (br t, J=6.0 Hz, 1H, NH), 7.36 (s, 1H, H-5), 4.68 (t, J=6.0 Hz, 1H, OH)), 3.56 (q, J=6.0 Hz, 2H, CH2O), 3.40 (q, J=6.0 Hz, 2H, CH2N), 2.89-3.00 (m, 4H, H-6, H-8), 2.00-2.08 (m, 2H, H-7); 13C NMR [(CD3)2SO] δ 158.7, 154.0 148.0, 142.3, 128.8, 120.0, 113.9, 59.3, 43.2, 32.4, 31.6, 25.2. Anal. calcd for C12H14N4O2: C, 58.5; H, 5.7; N, 22.8. Found: C, 58.8; H, 5.9; N, 22.9%.

후처리

  1. temperatureat reflux temperature for 90 min
  2. customThe solvent was evaporated
  3. stirringthe residue stirred with water (150 mL) at 20° C. for 30 min
  4. filtrationThe solid was filtered
  5. washwashed with water several times
  6. customdried

출처 및 근거

ORD 기록
ord-75e920e3cbab44c8b5468d6c26dfe2c8
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07989451B2

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