Hydrochloric Acid → 5-Chloro-2-({[3-(furan-3-yl)phenyl]carbonyl}amino)benzoic acid

HRID 1626725ノート

反応式

HRID 1626725 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:12][C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]3[CH:25]=[CH:24][O:23][CH:22]=3)[CH:16]=2)=[O:14])=[C:6]([CH:11]=1)[C:7]([O:9]C)=[O:8].[OH-].[Na+].Cl>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH:12][C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([C:21]3[CH:25]=[CH:24][O:23][CH:22]=3)[CH:16]=2)=[O:14])=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66680385Methyl 5-chloro-2-({[3-(furan-3-yl)phenyl]carbonyl}amino)benzoate

生成物 1

HCID 469355545-Chloro-2-({[3-(furan-3-yl)phenyl]carbonyl}amino)benzoic acid収率 41%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

0.61 g (1.7 mmol) of methyl 5-chloro-2-({[3-(furan-3-yl)phenyl]carbonyl}amino)benzoate was dissolved in 20 mL of THF solvent, and 4 mL of 1N aqueous sodium hydroxide was added. The mixture was stirred at 50° C. for 1.5 hours. After cooling, 1N hydrochloric acid was added to acidify the reaction mixture. Thereafter, the solvent was distilled off under reduced pressure. Subsequently, water was added to the residue, and solids were collected by filtration and washed with water. The obtained crude product was recrystallized using a mixed solvent of ethyl acetate and n-hexane, thereby giving 0.24 g of the target 5-chloro-2-({[3-(furan-3-yl)phenyl]carbonyl}amino)benzoic acid (yield: 41%).

後処理

  1. temperatureAfter cooling
  2. distillationThereafter, the solvent was distilled off under reduced pressure
  3. additionSubsequently, water was added to the residue, and solids
  4. filtrationwere collected by filtration
  5. washwashed with water
  6. customThe obtained crude product
  7. customwas recrystallized

出典と根拠

ORDレコード
ord-38c31f20f81e485ab7bbb80efb220d58
出典データセット
uspto-grants-2014_07
特許番号
US08785473B2

反応ノート

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