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Water → Ethyl 4-hydroxy-6-iodo-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate

HRID 553544
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HRID 553544 반응식
[I:1][C:2]1[CH:14]=[CH:13][C:5]2[N:6]([CH3:12])[C:7](=[O:11])O[C:9](=[O:10])[C:4]=2[CH:3]=1.I[C:16]1C=CC(NC)=C([CH:24]=1)C(O)=O.[C:27](=[O:30])([O-])[O-:28].[Na+].[Na+].O.[C:34](Cl)(Cl)=O>C1(C)C=CC=CC=1>[OH:10][C:9]1[C:4]2[C:5](=[CH:13][CH:14]=[C:2]([I:1])[CH:3]=2)[N:6]([CH3:12])[C:7](=[O:11])[C:34]=1[C:27]([O:28][CH2:16][CH3:24])=[O:30]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 962WaterHCID 6371PhosgeneHCID 10340Sodium CarbonateHCID 222818675-Iodo-2-(methylamino)benzoic acidHCID 538260965-iodo-N-methylisatoic anhydride

생성물 1

HCID 59340095Ethyl 4-hydroxy-6-iodo-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

6-Iodo-1-methyl-1H-benzo[d][1,3]oxazine-2,4-dione. To a stirred solution of 5-iodo-2-(methylamino)benzoic acid (10 g, 36 mmol), sodium carbonate (4 g, 36 mmol) and water (130 mL, 7218 mmol), cooled to 0° C., was slowly added, via addition funnel, a 2M phosgene (18 mL, 36 mmol) solution in toluene. After 2 hours, the precipitated product was isolated by filtration. The solids were washed with 100 mL of water, 150 mL of a 1:1 mixture of EtOH and ether, 100 mL of ether, and dried under vacuum to give the title compound.

후처리

  1. additionwas slowly added, via addition funnel
  2. customthe precipitated product was isolated by filtration
  3. washThe solids were washed with 100 mL of water, 150 mL of a 1:1 mixture of EtOH and ether, 100 mL of ether
  4. customdried under vacuum

출처 및 근거

ORD 기록
ord-0294d01df89844febc584814c5b3a181
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08048894B2

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