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Sodium Iodide → HCID 14727034、化合物

HRID 329418
ノート
印刷プレビュー

反応式

HRID 329418 の反応式
Br.[CH3:2][C:3]1[S:4][CH:5]=[CH:6][N:7]=1.[S:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[C:10]([N:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)=[N:9]1.C(N([CH:29]([CH3:31])[CH3:30])CC)(C)C.C(=O)([O-])[O-].[Na+].[Na+].[I-].[Na+]>C(Cl)Cl.CC(CC(C)C)=O>[S:8]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[C:10]([N:17]2[CH2:18][CH2:19][N:20]([CH2:13][CH2:14][CH2:15][CH2:16][C:30]3[CH:29]=[CH:31][C:12]([C:6]4[N:7]=[C:3]([CH3:2])[S:4][CH:5]=4)=[CH:11][CH:10]=3)[CH2:21][CH2:22]2)=[N:9]1
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 5238Sodium IodideHCID 10340Sodium CarbonateHCID 81531DiisopropylethylamineHCID 27721443-(1-Piperazinyl)-1,2-benzisothiazoleHCID 86743643HCID 86743643、化合物

生成物 1

HCID 14727034HCID 14727034、化合物

試薬・触媒・溶媒 2

HCID 6344
Dichloromethane
溶媒
HCID 7909Methyl Isobutyl Ketone溶媒

実験手順

To a 100 ml round-bottomed flask equipped with condenser and N2 inlet were added 1.43 g (4.11 mmol) 4-(4-chlorobutyl)phenyl)-2-methylthiazole hydrobromide, 0.90 g. (4.11 mmol) N-benzisothiazolylpiperazine, 0.72 g (4.11 mmol) diisopropylethyl amine, 0.87 g (8.22 mmol) sodium carbonate, 2 mg sodium iodide, and 40 ml methylisobutyl ketone. The reaction was refluxed 31 hours, cooled, filtered, and the filtrate evaporated. The residue was chromatographed on silica gel using ethyl acetate/methylene chloride as eluent to afford an oil, which was taken up in methylene chloride and precipitated by addition of ether saturated with HCl. The solid was filtered, washed with ether, dried briefly, then washed with a minimal amount of acetone and dried to afford a white solid, m.p. 207-212° C., 1.87 g (87.2%). NMR (DMSO-d6): 1.6-1.8 (m, 4H), 2.64 (t, 2H), 2.72 (s, 3H), 3.1-3.3 (m, 4H), 3.4-3.6 (m,4 H), 4.0 (d, 2H), 7.2-8.1 (m, 8H), 7.85 (s, 1H).

後処理

  1. customTo a 100 ml round-bottomed flask equipped with condenser and N2 inlet
  2. temperatureThe reaction was refluxed 31 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. customthe filtrate evaporated
  6. customThe residue was chromatographed on silica gel
  7. customto afford an oil, which
  8. customprecipitated by addition of ether saturated with HCl
  9. filtrationThe solid was filtered
  10. washwashed with ether
  11. customdried briefly
  12. washwashed with a minimal amount of acetone
  13. customdried
  14. customto afford a white solid, m.p. 207-212° C., 1.87 g (87.2%)

出典と根拠

ORDレコード
ord-ac41fa10cf124ce8b5ea981e51e856f6
出典データセット
uspto-grants-1990_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04891375

反応ノート

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