Sulfamethazine → HCID 23504900、化合物

HRID 1884823

反応式

HRID 1884823 の反応式
[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

参加物

6

反応物 4

HCID 5327SulfamethazineHCID 71342-Methoxyphenylacetic acidHCID 8471TriethylamineHCID 12734Diisopropylcarbodiimide

生成物 1

HCID 23504900HCID 23504900、化合物収率 40%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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)+.

後処理

  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%

出典と根拠

ORDレコード
ord-433da962c43a4fbf8a0b104ef2722b91
出典データセット
uspto-grants-2004_07
特許番号
US06767909B2

関連ノート

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