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

HRID 1940909ノート

反応式

HRID 1940909 の反応式
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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 62652Cuprous chloride触媒HCID 313Hydrochloric Acid溶媒

実験手順

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 minutes 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.

後処理

  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

出典と根拠

ORDレコード
ord-f83f63456fc54741b63400dab5554fd7
出典データセット
uspto-grants-1997_12
特許番号
US05700940

反応ノート

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