Acetonitrile → 2-Benzylthio-5,8-dichloro[1,2,4]triazolo[1,5-a]pyridine

HRID 963160노트

반응식

HRID 963160 반응식
C(#N)C.N(OC(C)(C)C)=O.N[C:12]1[C:13]2[N:14]([N:19]=[C:20]([S:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[N:21]=2)[C:15]([Cl:18])=[CH:16][CH:17]=1.[Cl:30]CCl>Cl.[Cu]Cl>[CH2:23]([S:22][C:20]1[N:21]=[C:13]2[C:12]([Cl:30])=[CH:17][CH:16]=[C:15]([Cl:18])[N:14]2[N:19]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

참가 물질

7

반응물 4

HCID 6342AcetonitrileHCID 6344DichloromethaneHCID 10906Tert-Butyl nitriteHCID 190807288-Amino-2-benzylthio-5-chloro[1,2,4]triazolo[1,5-a]pyridine

생성물 1

HCID 190807452-Benzylthio-5,8-dichloro[1,2,4]triazolo[1,5-a]pyridine

시약·촉매·용매 2

HCID 62652Cuprous chloride촉매HCID 313Hydrochloric Acid용매

실험 절차

A mixture of 9.9 g (0.10 mol) of copper(I) chloride with 300 mL of acetonitrile was prepared and 8.7 mL (6.8 g 0.066 mol) of 90 percent t-butyl nitrite was added with stirring. After 10 min 9.5 g (0.033 mol) of 8-amino-2-benzylthio-5-chloro[1,2,4]triazolo[1,5-a]pyridine was added and the reaction mixture was allowed to react with stirring for 3 days. The mixture was then diluted with dichloromethane and 2N aqueous hydrochloric acid, and after mixing this well, the phases were separated. The organic layer was washed with 2N aqueous hydrochloric acid and concentrated by evaporation under reduced pressure. The residue was chromatographed on silica gel eluting with dichloromethane to obtain 6.5 g (63 percent of theory) of the title compound as a yellow powder melting at 103°-104° C.

후처리

  1. customwas prepared
  2. customto react
  3. stirringwith stirring for 3 days
  4. additionafter mixing this well, the phases
  5. customwere separated
  6. washThe organic layer was washed with 2N aqueous hydrochloric acid
  7. concentrationconcentrated by evaporation under reduced pressure
  8. customThe residue was chromatographed on silica gel eluting with dichloromethane

출처 및 근거

ORD 기록
ord-408438a3aab24ad38bad65dfffd34555
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05763359

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