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Hydrochloric Acid → 4-((Z)-(4-(2-fluorobenzyl)-3,4-dihydro-3-oxobenzo[b][1,4]thiazin-2-ylidene)methyl)benzoic acid

HRID 2407064
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HRID 2407064 반응식
[F:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][N:5]1[C:10](=[O:11])[CH2:9][S:8][C:7]2[CH:12]=[CH:13][CH:14]=[CH:15][C:6]1=2.[CH:20]([C:22]1[CH:31]=[CH:30][C:25]([C:26]([O:28]C)=[O:27])=[CH:24][CH:23]=1)=O.CC[O-].[Na+].Cl>C1COCC1>[F:1][C:2]1[CH:19]=[CH:18][CH:17]=[CH:16][C:3]=1[CH2:4][N:5]1[C:10](=[O:11])/[C:9](=[CH:20]/[C:22]2[CH:31]=[CH:30][C:25]([C:26]([OH:28])=[O:27])=[CH:24][CH:23]=2)/[S:8][C:7]2[CH:12]=[CH:13][CH:14]=[CH:15][C:6]1=2
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

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6

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HCID 313Hydrochloric AcidHCID 15294Methyl 4-FormylbenzoateHCID 2723922Sodium ethoxideHCID 32444154-(2-fluorobenzyl)-2H-benzo[b][1,4]thiazin-3(4H)-one

생성물 1

HCID 585388614-((Z)-(4-(2-fluorobenzyl)-3,4-dihydro-3-oxobenzo[b][1,4]thiazin-2-ylidene)methyl)benzoic acid수율 76.1%

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

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온도
70 °C

실험 절차

4-(2-fluorobenzyl)-2H-benzo[b][1,4]thiazin-3(4H)-one (1 g, 3.66 mmole) and methyl 4-formylbenzoate (1.2 g) were dissolved in THF (20 mL) and to the solution was added NaOEt (1 g). The reaction solution was heated at 70 ° C. overnight and aqueous HCl (5%, 10 mL) was added to quench the reaction. The mixture was extracted with EtOAc (50 mL) twice and combined organic layers were dried over anhydrous magnisum sulfate. After filtration, the solvent was removed under vacuum to give 4-((Z)-(4-(2-fluorobenzyl)-3,4-dihydro-3-oxobenzo[b][1,4]thiazin-2-ylidene)methyl)benzoic acid (1.13 g, 71%).

후처리

  1. customto quench
  2. customthe reaction
  3. extractionThe mixture was extracted with EtOAc (50 mL) twice
  4. dry with materialwere dried over anhydrous magnisum sulfate
  5. filtrationAfter filtration
  6. customthe solvent was removed under vacuum

출처 및 근거

ORD 기록
ord-aa0c0e4dcb1e4a88a98e1e0dcbc7f53f
출처 데이터셋
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08809530B1

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