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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Hydrochloric Acid → 2-Methyl-4-((2-methylbenzoyl)amino)benzoic acid

HRID 2389241
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인쇄 미리보기

반응식

HRID 2389241 반응식
[Cl-].[CH3:2][C:3]1[CH:8]=[C:7]([NH:9][C:10](=[O:18])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[CH:6]=[CH:5][C:4]=1[C:19](=[O:27])C[N+]1C=CC=CC=1.[Cl-].CC1C=CC(C(=[O:44])C[N+]2C=CC=CC=2)=C(NC(=O)C2C=CC=CC=2C)C=1.[OH-].[Na+].Cl>CO.O>[CH3:2][C:3]1[CH:8]=[C:7]([NH:9][C:10](=[O:18])[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])[CH:6]=[CH:5][C:4]=1[C:19]([OH:27])=[O:44]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 866369041-{2-[2-Methyl-4-(2-methylbenzoylamino)phenyl]-2-oxoethyl}pyridinium chlorideHCID 866369061-{2-[4-Methyl-2-(2-methylbenzoylamino)phenyl]-2-oxoethyl}pyridinium chloride

생성물 1

HCID 251921172-Methyl-4-((2-methylbenzoyl)amino)benzoic acid수율 60.5%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
68 °C

실험 절차

The isomer mixture of 1-{2-[2-methyl-4-(2-methylbenzoylamino)phenyl]-2-oxoethyl}pyridinium chloride and 1-{2-[4-methyl-2-(2-methylbenzoylamino)phenyl]-2-oxoethyl}pyridinium chloride obtained in the above Reference Example 6 (207.3 g, 0.544 mole) is suspended in methanol (0.4 L) and thereto is added a solution of sodium hydroxide (52.5 g, 1.31 mole) in water (0.6 L), and the mixture is stirred at 60-76° C. for about 4 hours to complete the reaction. To the reaction mixture is added concentrated hydrochloric acid (0.108 L) at the same temperature to adjust pH=1. The mixture is stirred under ice cooling for one hour, and the precipitated crystals are separated by filtration. The resulting crystals are washed with water and dried at around 60° C. to give the crude product (125.5 g, yield 85.6%). A part of this crude product (20 g) is recrystallized from methanol (340 mL) and dried at 60° C. to give the desired product (12.1 g, yield 60.5%, purity by HPLC 99.7%).

후처리

  1. customthe reaction
  2. stirringThe mixture is stirred under ice cooling for one hour
  3. customthe precipitated crystals are separated by filtration
  4. washThe resulting crystals are washed with water
  5. customdried at around 60° C.
  6. customto give the crude product (125.5 g, yield 85.6%)
  7. customA part of this crude product (20 g) is recrystallized from methanol (340 mL)
  8. customdried at 60° C.

출처 및 근거

ORD 기록
ord-077585f7c1654adf822bc8e1ce78ddd9
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08273735B2

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