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

HRID 453597
ノート
印刷プレビュー

反応式

HRID 453597 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-dbcd7ac17a574229bdbbcbfee6cf8bbc
出典データセット
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08492405B2

反応ノート

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