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Sodium Iodide → HCID 14727018, 화합물

HRID 329409
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HRID 329409 반응식
Cl[CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[N:13]=[N:14][S:15][CH:16]=2)=[CH:8][CH:7]=1.[S:17]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[C:19]([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)=[N:18]1.C(N(C(C)C)CC)(C)C.C(=O)([O-])[O-].[Na+].[Na+].[I-].[Na+]>C(OCC)(=O)C.CC(CC(C)C)=O>[S:17]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[C:19]([N:26]2[CH2:27][CH2:28][N:29]([CH2:2][CH2:3][CH2:4][CH2:5][C:6]3[CH:11]=[CH:10][C:9]([C:12]4[N:13]=[N:14][S:15][CH:16]=4)=[CH:8][CH:7]=3)[CH2:30][CH2:31]2)=[N:18]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 5238Sodium IodideHCID 10340Sodium CarbonateHCID 81531DiisopropylethylamineHCID 27721443-(1-Piperazinyl)-1,2-benzisothiazoleHCID 19872068HCID 19872068, 화합물

생성물 1

HCID 14727018HCID 14727018, 화합물

시약·촉매·용매 2

HCID 7909
Methyl Isobutyl Ketone
용매
HCID 8857Ethyl Acetate용매

실험 절차

To a 65 ml round-bottom flask equipped with condenser and N2 inlet were added 1.43 g (5.66 mmol) 4-(4-(4-chlorobutyl)phenyl)-1,2,3-thiadiazole, 0.90 g (4.11 mmol) N-benzisothiazolylpiperazine, 1.43 ml (8.22 mmol)diisopropylethyl amine, 0.87 g (8.22 mmol) sodium carbonate, 2 mg sodium iodide, and 30 ml methylisobutyl ketone. The reaction was refluxed for 24 hours, cooled, filtered, and the filtrate evaporated. The residue was chromatographed on silica gel using ethyl acetate/methylene chloride as eluent to give an oil, which was taken up in ethyl acetate and precipitated by addition of ethyl acetate saturated with HCl. The solid was filtered, washed with ethyl acetate, and dried to afford 1.70 g (87.6%), m.p. 246°-247° C., white solid.

후처리

  1. customTo a 65 ml round-bottom flask equipped with condenser and N2 inlet
  2. temperatureThe reaction was refluxed for 24 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. customthe filtrate evaporated
  6. customThe residue was chromatographed on silica gel
  7. customto give an oil, which
  8. customprecipitated by addition of ethyl acetate saturated with HCl
  9. filtrationThe solid was filtered
  10. washwashed with ethyl acetate
  11. customdried
  12. customto afford 1.70 g (87.6%), m.p. 246°-247° C., white solid

출처 및 근거

ORD 기록
ord-e8b3066c1cf1453fb3130675194718b1
출처 데이터셋
uspto-grants-1990_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04891375

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