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Sulfamethazine → N-[4-(4,6-Dimethylpyrimidin-2-ylsulfamoyl)-phenyl]-2-(2-methoxyphenyl)-acetamide

HRID 1884823
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인쇄 미리보기

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HRID 1884823 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([OH:12])=O.[CH3:13][C:14]1[CH:15]=[C:16]([CH3:31])[N:17]=[C:18]([NH:20][S:21]([C:24]2[CH:25]=[CH:26][C:27]([NH2:30])=[CH:28][CH:29]=2)(=[O:23])=[O:22])[N:19]=1.C(N(CC)CC)C.C(N=C=NC(C)C)(C)C>C(Cl)(Cl)Cl>[CH3:31][C:16]1[CH:15]=[C:14]([CH3:13])[N:19]=[C:18]([NH:20][S:21]([C:24]2[CH:25]=[CH:26][C:27]([NH:30][C:10](=[O:12])[CH2:9][C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[O:2][CH3:1])=[CH:28][CH:29]=2)(=[O:23])=[O:22])[N:17]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 5327SulfamethazineHCID 71342-Methoxyphenylacetic acidHCID 8471TriethylamineHCID 12734Diisopropylcarbodiimide

생성물 1

HCID 23504900N-[4-(4,6-Dimethylpyrimidin-2-ylsulfamoyl)-phenyl]-2-(2-methoxyphenyl)-acetamide수율 40%

시약·촉매·용매 1

HCID 6212
Chloroform
용매

실험 절차

2-Methoxyphenylacetic acid (33 mg, 0.20 mmol) and sulfamethazine (55 mg, 0.20 mmol) were dissolved in 4 ml of chloroform. Triethylamine (70 μl, 0.55 mmol) and diisopropylcarbodiimide (50 μl, 0.20 mmol) were added to the reaction mixture. Solution was stirred and refluxed overnight. The reaction mixture was then evaporated to dryness, washed with water and purified on silica using gradient elution (chloroform to 2% methanol in chloroform) to obtain white crystals with the yield of 40%. 1H NMR (CDCl3, 500 MHz): 8.04 (2H, m), 7.54 (2H, m), 7.30 (2H, m), 6.98 (2H, m), 6.60 (1H, s), 3.95 (3H, s), 3.72 (2H, s), 2.33 (6H, s); MS (ESI+): m/z 449 (M+Na)+, 427 (M+H)+.

후처리

  1. temperaturerefluxed overnight
  2. customThe reaction mixture was then evaporated to dryness
  3. washwashed with water
  4. custompurified on silica using gradient elution (chloroform to 2% methanol in chloroform)
  5. customto obtain white crystals with the yield of 40%

출처 및 근거

ORD 기록
ord-433da962c43a4fbf8a0b104ef2722b91
출처 데이터셋
uspto-grants-2004_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06767909B2

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