4-Aminopyridine → Carbamic acid, 4-pyridinyl-, phenyl ester

HRID 49771

反応式

HRID 49771 の反応式
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[O:3].[NH2:11][C:12]1[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=1.C(N(CC)CC)C>ClCCl>[N:15]1[CH:16]=[CH:17][C:12]([NH:11][C:2](=[O:3])[O:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)=[CH:13][CH:14]=1

参加物

5

反応物 3

HCID 17274-AminopyridineHCID 8471TriethylamineHCID 15891Phenyl chloroformate

生成物 1

HCID 11401617Carbamic acid, 4-pyridinyl-, phenyl ester収率 78.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a solution of phenyl chloroformate (5.64 g) in dichloromethane (70 ml) was added a solution of 4-aminopyridine (2.84 g) and triethylamine (5.02 ml) in dichloromethane (100 ml) dropwise under cooling on an ice-water bath. After stirring for 1 hour, the solvents were removed under reduced pressure. A residue was diluted with dichloromethane (200 ml) and water (200 ml). An organic phase was separated and washed with water and brine. After drying with magnesium sulfate, the solvents were removed under reduced pressure. The reaction mixture was diluted with diisopropyl ether and the precipitates were filtered. After rinse with diethyl ether, O-phenyl N-(4-pyridyl)carbamate (5.07 g) was obtained.

後処理

  1. temperatureunder cooling on an ice-water bath
  2. customthe solvents were removed under reduced pressure
  3. additionA residue was diluted with dichloromethane (200 ml) and water (200 ml)
  4. customAn organic phase was separated
  5. washwashed with water and brine
  6. dry with materialAfter drying with magnesium sulfate
  7. customthe solvents were removed under reduced pressure
  8. additionThe reaction mixture was diluted with diisopropyl ether
  9. filtrationthe precipitates were filtered
  10. washAfter rinse with diethyl ether

出典と根拠

ORDレコード
ord-9dacb9240a3644f7b68c0ff696ee87d3
出典データセット
uspto-grants-2004_03
特許番号
US06710043B1

関連ノート

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