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Tetrahydrofuran → 4-Ethyl-6-[methyl(2-thienylsulfonyl)amino]-1,4-dihydropyrrolo[3,2-b]pyrrole-2-carboxylic acid

HRID 453597
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HRID 453597 반응식
[CH2:1]([N:3]1[C:10]2[CH:9]=[C:8]([C:11]([O:13]CC)=[O:12])[NH:7][C:6]=2[C:5]([N:16]([CH3:25])[S:17]([C:20]2[S:21][CH:22]=[CH:23][CH:24]=2)(=[O:19])=[O:18])=[CH:4]1)[CH3:2].O1CCCC1.[OH-].[Na+]>C(O)C>[CH2:1]([N:3]1[C:10]2[CH:9]=[C:8]([C:11]([OH:13])=[O:12])[NH:7][C:6]=2[C:5]([N:16]([CH3:25])[S:17]([C:20]2[S:21][CH:22]=[CH:23][CH:24]=2)(=[O:18])=[O:19])=[CH:4]1)[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 59411371Ethyl 4-ethyl-6-[methyl(2-thienylsulfonyl)amino]-1,4-dihydropyrrolo[3,2-b]pyrrole-2-carboxylate

생성물 1

HCID 594113874-Ethyl-6-[methyl(2-thienylsulfonyl)amino]-1,4-dihydropyrrolo[3,2-b]pyrrole-2-carboxylic acid수율 85%

시약·촉매·용매 1

HCID 702Ethanol
용매

실험 절차

To a mixture of ethyl 4-ethyl-6-[methyl(2-thienylsulfonyl)amino]-1,4-dihydropyrrolo[3,2-b]pyrrole-2-carboxylate (1.0 g), tetrahydrofuran (8 mL) and ethanol (8 mL) was added 8N aqueous sodium hydroxide solution (3 mL), and the mixture was stirred at room temperature for 4 days. The reaction mixture was concentrated, 6N hydrochloric acid was added to the obtained residue, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The obtained residue was crystallized from diethyl ether to give 4-ethyl-6-[methyl(2-thienylsulfonyl)amino]-1,4-dihydropyrrolo[3,2-b]pyrrole-2-carboxylic acid (780 mg, yield 85%) as colorless crystals.

후처리

  1. concentrationThe reaction mixture was concentrated
  2. addition6N hydrochloric acid was added to the obtained residue
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe ethyl acetate layer was washed with saturated brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customThe obtained residue was crystallized from diethyl ether

출처 및 근거

ORD 기록
ord-dbcd7ac17a574229bdbbcbfee6cf8bbc
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08492405B2

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