Hydrazine hydrate (1:1) → 4-chloro-N-(6-(hydrazinecarbonyl)pyridin-2-yl)picolinamide

HRID 1909464ノート

反応式

HRID 1909464 の反応式
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][C:12]([C:14]2[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][N:15]=2)=[O:13])[N:6]=1)=O.O.[NH2:22][NH2:23]>C(O)C>[Cl:20][C:18]1[CH:17]=[CH:16][N:15]=[C:14]([C:12]([NH:11][C:7]2[CH:8]=[CH:9][CH:10]=[C:5]([C:3]([NH:22][NH2:23])=[O:2])[N:6]=2)=[O:13])[CH:19]=1

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 668487256-[(4-Chloro-pyridine-2-carbonyl)-amino]-pyridine-2-carboxylic acid methyl ester

生成物 1

HCID 581030194-chloro-N-(6-(hydrazinecarbonyl)pyridin-2-yl)picolinamide収率 92%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The crude 6-[(4-chloro-pyridine-2-carbonyl)-amino]-pyridine-2-carboxylic acid methyl ester from the previous step (25.3 g, 87.8 mmol) was suspended in ethanol (200 mL), and hydrazine hydrate (21.3 mL, 439 mmol) was added. The reaction mixture was refluxed for 4 hours, solvent removed under reduced pressure, and the residue suspended in acetonitrile and collected by filtration. The solids were washed with acetonitrile (2×100 mL) and diethylether (2×100 mL), and dried under reduced pressure to afford 25.3 g (92% yield) of 4-chloro-N-(6-(hydrazinecarbonyl)pyridin-2-yl)picolinamide as a white solid.

後処理

  1. temperatureThe reaction mixture was refluxed for 4 hours
  2. customsolvent removed under reduced pressure
  3. filtrationcollected by filtration
  4. washThe solids were washed with acetonitrile (2×100 mL) and diethylether (2×100 mL)
  5. customdried under reduced pressure

出典と根拠

ORDレコード
ord-ac41145769674307a7cf139292de0b82
出典データセット
uspto-grants-2013_12
特許番号
US08598360B2

反応ノート

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