Tetrahydrofuran → 6-Chloro-3-nitropyridine-2-carbonitrile

HRID 475325

反応式

HRID 475325 の反応式
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[N:3]=1.C1COCC1.[C-]#[Si+].[C:19]([Cu])#[N:20]>O.CN1C(=O)CCC1>[Cl:11][C:4]1[N:3]=[C:2]([C:19]#[N:20])[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=1

参加物

7

反応物 4

HCID 8028TetrahydrofuranHCID 9863Silicon carbideHCID 852392,6-Dichloro-3-nitropyridineHCID 178418546HCID 178418546、化合物

生成物 1

HCID 133817056-Chloro-3-nitropyridine-2-carbonitrile

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

反応条件

温度
180 °C

実験手順

2,6-dichloro-3-nitro-pyridine (2.5 g, 12.9 mmol) is taken up in a solvent mixture of THF and NMP (5:1, 13 mL), combined with two spatula tips of silicon carbide and CuCN (2.3 g, 26.0 mmol) and heated to 180° C. in the microwave reactor for 45 min. Then the solid obtained is suspended in H2O, extracted with ethyl acetate, washed with NaCl-sln., the organic phase is dried on MgSO4, the solvent is eliminated in vacuo and 6-chloro-3-nitro-pyridine-2-carbonitrile (HPLC-MS: tRet.=1.01 min, MS(M+H)+=182, method LCMSBAS1) is obtained.

後処理

  1. customThen the solid obtained
  2. extractionextracted with ethyl acetate
  3. washwashed with NaCl-sln
  4. custom, the organic phase is dried on MgSO4

出典と根拠

ORDレコード
ord-2fdef5b7fcb34352928a4433b75f0f57
出典データセット
uspto-grants-2014_01
特許番号
US08637549B2

関連ノート

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