Water → 5-[3-(4-Diphenylmethylpiperazine-1-yl)-2-hydroxypropylthio]quinoline

HRID 1590658ノート

反応式

HRID 1590658 の反応式
Cl[CH2:2][CH:3]([OH:24])[CH2:4][N:5]1[CH2:10][CH2:9][N:8]([CH:11]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7][CH2:6]1.[SH:25][C:26]1[CH:35]=[CH:34][CH:33]=[C:32]2[C:27]=1[CH:28]=[CH:29][CH:30]=[N:31]2.C1CCN2C(=NCCC2)CC1.O>C(Cl)(Cl)Cl>[C:12]1([CH:11]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:8]2[CH2:9][CH2:10][N:5]([CH2:4][CH:3]([OH:24])[CH2:2][S:25][C:26]3[CH:35]=[CH:34][CH:33]=[C:32]4[C:27]=3[CH:28]=[CH:29][CH:30]=[N:31]4)[CH2:6][CH2:7]2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

参加物

6

反応物 4

HCID 962WaterHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 103601754-(3-Chloro-2-hydroxypropyl)-1-diphenylmethylpiperazineHCID 135755324Quinoline-5-thiol

生成物 1

HCID 152281355-[3-(4-Diphenylmethylpiperazine-1-yl)-2-hydroxypropylthio]quinoline収率 20.3%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

In 10 ml of chloroform were dissolved 1.2 g of 4-(3-chloro-2-hydroxypropy)-1-diphenylmethylpiperazine prepared in Example 23-(b) and 220 mg of 5-mercaptoquinoline, and 311 mg of DBU was further added thereto. Afterward, the liquid was allowed to stand at room temperature for 12 days. The reaction liquid wa poured into 20 ml of water and was then extracted twice with methylene chloride. The resultant organic layer was separated, then dried with an anhydrous Glauber's salt, and was distilled off under reduced pressure. The resultant residue was purified through a silica gel chromatograph (an AcOEt effluent solvent was used) in order to obtain 130 mg of the desired compound.

後処理

  1. additionwas further added
  2. customThe reaction liquid
  3. extractionwas then extracted twice with methylene chloride
  4. customThe resultant organic layer was separated
  5. dry with materialdried with an anhydrous Glauber's salt
  6. distillationwas distilled off under reduced pressure
  7. customThe resultant residue was purified through a silica gel chromatograph (an AcOEt effluent solvent

出典と根拠

ORDレコード
ord-22db7d5a87ab49b8a1f2deaf78ab279e
出典データセット
uspto-grants-1993_04
特許番号
US05204348

反応ノート

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