Ethyl 2-amino-3-(hydroxy(oxido)amino)benzoate → HCID 18355136、化合物

HRID 429669ノート

反応式

HRID 429669 の反応式
[N+:1]([C:4]1[C:5]([NH2:15])=[C:6]([CH:12]=[CH:13][CH:14]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])([O-:3])=[O:2].[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=1>CN(C)C1C=CC=CC=1.C(OCC)(=O)C.C(=O)([O-])O.[Na+]>[N+:1]([C:4]1[C:5]([NH:15][C:16]([C:17]2[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=2)=[O:23])=[C:6]([CH:12]=[CH:13][CH:14]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])([O-:3])=[O:2]

参加物

6

反応物 2

HCID 393670Ethyl 2-amino-3-(hydroxy(oxido)amino)benzoateHCID 417436Pyridine-4-carbonyl chloride

生成物 1

HCID 18355136HCID 18355136、化合物収率 19%

試薬・触媒・溶媒 3

HCID 949N,N-Dimethylaniline溶媒HCID 8857Ethyl Acetate溶媒HCID 516892Sodium Bicarbonate溶媒

実験手順

To a solution of ethyl 3-nitro-2-aminobenzoate (700 mg) in N,N-dimethylaniline (7 ml) was added dropwise isonicotinoyl chloride (2.96 g) at 120° C. for 3 hours. After cooling, the reaction mixture was diluted with ethyl acetate and saturated sodium hydrogen carbonate aqueous solution. The organic layer was separated and washed with brine. The solution was dried over magnesium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=9:1) to give ethyl 3-nitro-2-(4-pyridyl)carbonylaminobenzoate (200 mg).

後処理

  1. temperatureAfter cooling
  2. customThe organic layer was separated
  3. washwashed with brine
  4. dry with materialThe solution was dried over magnesium sulfate
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=9:1)

出典と根拠

ORDレコード
ord-e0c57ce788b44cb78d77ba7eb8c69f36
出典データセット
uspto-grants-2001_11
特許番号
US06316482B1

反応ノート

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