Benzocaine → Ethyl 4-(quinoline-8-sulfonamido)benzoate

HRID 1626326

反応式

HRID 1626326 の反応式
[NH2:1][C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.[N:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][C:21]=2[S:23](Cl)(=[O:25])=[O:24])[CH:16]=[CH:15][CH:14]=1>N1C=CC=CC=1>[N:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][C:21]=2[S:23]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:11][CH:12]=2)(=[O:25])=[O:24])[CH:16]=[CH:15][CH:14]=1

参加物

4

反応物 2

HCID 2337BenzocaineHCID 292208-Quinolinesulfonyl chloride

生成物 1

HCID 1357549Ethyl 4-(quinoline-8-sulfonamido)benzoate

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a stirred solution of ethyl 4-aminobenzoate (5 gm, 30.3 mmol) under nitrogen atmosphere was added pyridine (50 ml) at 0° C. and stirred for 10 min. Quinoline-8-sulfonyl chloride 89 (8.94 gm, 39.4 mmol) was then added to the reaction mixture at the same temperature. The resulting mixture was stirred for 16 hr at RT. After completion of the reaction, the solvent was removed under low pressure. The traces of pyridine were removed by co-distillation with toluene. Diethylether was added to the resulting residue, and the solid product was filtered out and air-dried. The resulting crude product (8.0 gm, 74%) was taken to the next step without further purification.

後処理

  1. stirringThe resulting mixture was stirred for 16 hr at RT
  2. customAfter completion of the reaction
  3. customthe solvent was removed under low pressure
  4. customThe traces of pyridine were removed by co-distillation with toluene
  5. additionDiethylether was added to the resulting residue
  6. filtrationthe solid product was filtered out and
  7. customair-dried
  8. customThe resulting crude product (8.0 gm, 74%) was taken to the next step without further purification

出典と根拠

ORDレコード
ord-29c0526d4c6140309f840f68b3b62a0f
出典データセット
uspto-grants-2014_07
特許番号
US08785450B2

関連ノート

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