Hydrazine → HCID 11241897、化合物

HRID 489487ノート

反応式

HRID 489487 の反応式
BrC1C=CC(Br)=CN=1.NN.[Br:11][C:12]1[CH:13]=[CH:14][C:15]([NH:18]N)=[N:16][CH:17]=1.N(C1C=CC=CN=1)N.[CH3:28][CH:29]([CH3:33])[C:30](=O)[CH3:31]>COCCO.C1C=CC=CC=1>[Br:11][C:12]1[CH:13]=[C:14]2[C:29]([CH3:33])([CH3:28])[C:30]([CH3:31])=[N:18][C:15]2=[N:16][CH:17]=1

参加物

8

反応物 5

HCID 9321HydrazineHCID 112513-Methyl-2-butanoneHCID 693532,5-DibromopyridineHCID 786452-HydrazinopyridineHCID 115356995-Bromo-2-hydrazinopyridine

生成物 1

HCID 11241897HCID 11241897、化合物

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 80192-Methoxyethanol溶媒

反応条件

温度
110 °C

実験手順

To 40 g of 2,5-dibromopyridine in 200 mL of 2-methoxyethanol is added 53 mL of anhydrous hydrazine and the mixture is heated at 110° C. for 3 hours to generate the 5-bromo-2-hydrazinopyridine. A mixture of 10 g of this hydrazinopyridine is heated at reflux overnight with 11 mL of 3-methyl-2-butanone in 40 mL of benzene equipped, using a condenser equipped with a Dean-Stark trap. All of the volatile components are removed under reduced pressure and the resulting residue is heated in 62 g of polyphosphoric acid at 140° C. for 45 minutes. The reaction mixture is poured into water, neutralized with sodium hydroxide and extracted with ethyl acetate. The resulting crude residue is purified by chromatography on silica gel, eluting with 1:1 ethyl acetate/hexanes, to yield 1.44 g of the product.

後処理

  1. temperatureis heated
  2. customequipped
  3. customequipped with a Dean-Stark trap
  4. customAll of the volatile components are removed under reduced pressure
  5. temperaturethe resulting residue is heated in 62 g of polyphosphoric acid at 140° C. for 45 minutes
  6. additionThe reaction mixture is poured into water
  7. extractionextracted with ethyl acetate
  8. customThe resulting crude residue is purified by chromatography on silica gel
  9. washeluting with 1:1 ethyl acetate/hexanes

出典と根拠

ORDレコード
ord-eef794d38e794a629539ac4f0268f74a
出典データセット
uspto-grants-2005_12
特許番号
US06977305B2

反応ノート

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