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Stannous Chloride → HCID 17755988, 화합물

HRID 1294075
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HRID 1294075 반응식
[N+:1]([C:4]1[CH:24]=[CH:23][C:7]([O:8][C:9]2[CH:22]=[CH:21][C:12]3[N:13]=[C:14]([NH:16][C:17](=[O:20])[O:18][CH3:19])[S:15][C:11]=3[CH:10]=2)=[CH:6][CH:5]=1)([O-])=O.Cl[Sn]Cl>CN(C=O)C>[NH2:1][C:4]1[CH:24]=[CH:23][C:7]([O:8][C:9]2[CH:22]=[CH:21][C:12]3[N:13]=[C:14]([NH:16][C:17](=[O:20])[O:18][CH3:19])[S:15][C:11]=3[CH:10]=2)=[CH:6][CH:5]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 24479Stannous ChlorideHCID 13699063HCID 13699063, 화합물2회

생성물 1

HCID 17755988HCID 17755988, 화합물수율 44%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of methyl (6-(4-nitrophenoxy)benzthiazole-2-yl)carbamate (Intermediate 10E-172.7 mg, 0.5 mmol) in DMF (5 mL) was added SnCl2 (474.0 mg, 2.5 mmol) and stirred at room temperature for 4 days. The mixture was extracted with ethyl acetate, and the organic layer was washed with NaHCO3aq. and dried over Na2SO4 then evaporated to remove solvent. The residue dissolved in small amount of DMF was charged on SCX column chromatography then washed with MeOH then eluted with NH3—MeOH to give the title compound (69.2 mg, 44%): MS m/e 316 (M+1).

후처리

  1. extractionThe mixture was extracted with ethyl acetate
  2. washthe organic layer was washed with NaHCO3aq
  3. dry with materialand dried over Na2SO4
  4. customthen evaporated
  5. customto remove solvent
  6. dissolutionThe residue dissolved in small amount of DMF
  7. additionwas charged on SCX column chromatography
  8. washthen washed with MeOH
  9. washthen eluted with NH3—MeOH

출처 및 근거

ORD 기록
ord-b98815dad858495981f3fd11edf7a81f
출처 데이터셋
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07238813B2

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