Methyl 4-(chlorocarbonyl)benzoate → Tert-butyl 2-(4-{[4-(methoxycarbonyl)benzoyl]amino}benzoyl)hydrazinecarboxylate

HRID 642155ノート

反応式

HRID 642155 の反応式
[NH2:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]([NH:8][NH:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])=[O:7])=[CH:4][CH:3]=1.Cl[C:20]([C:22]1[CH:31]=[CH:30][C:25]([C:26]([O:28][CH3:29])=[O:27])=[CH:24][CH:23]=1)=[O:21]>N1C=CC=CC=1>[CH3:29][O:28][C:26]([C:25]1[CH:30]=[CH:31][C:22]([C:20]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([C:6]([NH:8][NH:9][C:10]([O:12][C:13]([CH3:15])([CH3:14])[CH3:16])=[O:11])=[O:7])=[CH:17][CH:18]=2)=[O:21])=[CH:23][CH:24]=1)=[O:27]

参加物

4

反応物 2

HCID 81850Methyl 4-(chlorocarbonyl)benzoateHCID 68409588Tert-butyl 2-(4-aminobenzoyl)hydrazinecarboxylate

生成物 1

HCID 10179961Tert-butyl 2-(4-{[4-(methoxycarbonyl)benzoyl]amino}benzoyl)hydrazinecarboxylate収率 85.7%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a solution of tert-butyl 2-(4-aminobenzoyl)hydrazinecarboxylate (1.0 g, 3.98 mmol) in anhydrous pyridine (20 mL) was added dropwise methyl 4-(chlorocarbonyl)benzoate (TCI) (948 mg, 4.78 mmol) at rt. After 50 min, aminomethyl resin (Polymers Laboratories PL-AMS, 1.96 mmol/g, 960 mg) was added and the resulting mixture was stirred for 22 hrs at rt After filtration and rinsing the resin, water (160 mL) was added into the filtrate and a white solid precipitated out. Filtration and washing with water gave a white solid, which was dried under vacuo at 60° C. for 15 hrs. The title compound (1.41 g) was obtained as a white solid (85%) in 98.7% purity by HPLC (MaxPlot detection between 230 and 400 mn).

後処理

  1. additionaminomethyl resin (Polymers Laboratories PL-AMS, 1.96 mmol/g, 960 mg) was added
  2. filtrationAfter filtration
  3. washrinsing the resin, water (160 mL)
  4. additionwas added into the filtrate
  5. customa white solid precipitated out
  6. filtrationFiltration
  7. washwashing with water
  8. customgave a white solid, which
  9. customwas dried under vacuo at 60° C. for 15 hrs

出典と根拠

ORDレコード
ord-8634b40b7cba4577bce3e6c9ecee8837
出典データセット
uspto-grants-2010_04
特許番号
US07696231B2

反応ノート

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