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N-bromobutanimide → 8-Amino-2-benzylthio-5-bromo[1,2,4]triazolo[1,5-a]pyridine

HRID 1898815
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HRID 1898815 반응식
[NH2:1][C:2]1[C:3]2[N:4]([N:8]=[C:9]([S:11][CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[N:10]=2)[CH:5]=[CH:6][CH:7]=1.[Br:19]N1C(=O)CCC1=O>ClCCl>[NH2:1][C:2]1[C:3]2[N:4]([N:8]=[C:9]([S:11][CH2:12][C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)[N:10]=2)[C:5]([Br:19])=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 190807538-Amino-2-benzylthio[1,2,4]triazolo[1,5-a]pyridine

생성물 1

HCID 214643918-Amino-2-benzylthio-5-bromo[1,2,4]triazolo[1,5-a]pyridine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

8-Amino-2-benzylthio[1,2,4]triazolo[1,5-a]pyridine (25.6 g, 0.1 mol), N-bromosuccinimide (17.8 g, 0.1 mol) and 2 L of dichloromethane were combined with stirring for an hour. The solution was washed with dilute aqueous sodium bisulfite and then with water and the volatiles were removed by evaporation under reduced pressure. The residue obtained was chromatographed on silica gel eluting with 25 percent ethyl acetate in hexane. The product fractions were concentrated by evaporation under reduced pressure and the solid residue obtained was extracted with ether and dried to obtain 17.5 g (52 percent of theory) of the title compound as a light tan powder melting at 125°-126° C.

후처리

  1. washThe solution was washed with dilute aqueous sodium bisulfite
  2. customwith water and the volatiles were removed by evaporation under reduced pressure
  3. customThe residue obtained
  4. customwas chromatographed on silica gel eluting with 25 percent ethyl acetate in hexane
  5. concentrationThe product fractions were concentrated by evaporation under reduced pressure
  6. customthe solid residue obtained
  7. extractionwas extracted with ether
  8. customdried

출처 및 근거

ORD 기록
ord-7a5f43305bd94912b247faa6037771f2
출처 데이터셋
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05571775

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