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

HRID 1626725노트

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HRID 1626725 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
50 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-38c31f20f81e485ab7bbb80efb220d58
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785473B2

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