ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

Hydrochloric Acid → ethyl [2-({2-methyl-3-[methyl(2-thienylsulfonyl)amino]-4H-thieno[3,2-b]pyrrol-5-yl}carbonyl)hydrazino](oxo)acetate

HRID 453591
ノート
印刷プレビュー

反応式

HRID 453591 の反応式
[CH3:1][C:2]1[S:9][C:8]2[CH:7]=[C:6]([C:10](O)=[O:11])[NH:5][C:4]=2[C:3]=1[N:13]([CH3:22])[S:14]([C:17]1[S:18][CH:19]=[CH:20][CH:21]=1)(=[O:16])=[O:15].O.NN.[N:26]1(O)C2C=CC=CC=2N=[N:27]1.Cl.CN(C)CCCN=C=NCC.C(=O)([O-])[OH:49].[Na+].ClC(=O)[CH2:55][C:56]([O:58][CH2:59][CH3:60])=[O:57].Cl>CN(C)C(=O)C.C(#N)C.O1CCCC1>[CH3:1][C:2]1[S:9][C:8]2[CH:7]=[C:6]([C:10]([NH:26][NH:27][C:55](=[O:49])[C:56]([O:58][CH2:59][CH3:60])=[O:57])=[O:11])[NH:5][C:4]=2[C:3]=1[N:13]([CH3:22])[S:14]([C:17]1[S:18][CH:19]=[CH:20][CH:21]=1)(=[O:16])=[O:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

11

反応物 7

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 757711-HydroxybenzotriazoleHCID 118931Ethyl 3-chloro-3-oxopropionateHCID 516892Sodium BicarbonateHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride
HCID 59411385
2-methyl-3-[methyl(2-thienylsulfonyl)amino]-4H-thieno[3,2-b]pyrrole-5-carboxylic acid

生成物 1

HCID 59411379ethyl [2-({2-methyl-3-[methyl(2-thienylsulfonyl)amino]-4H-thieno[3,2-b]pyrrol-5-yl}carbonyl)hydrazino](oxo)acetate収率 65%

試薬・触媒・溶媒 3

HCID 6342Acetonitrile溶媒HCID 8028Tetrahydrofuran溶媒HCID 31374Dimethylacetamide溶媒

実験手順

To a mixture of 2-methyl-3-[methyl(2-thienylsulfonyl)amino]-4H-thieno[3,2-b]pyrrole-5-carboxylic acid (2.0 g), hydrazine monohydrate (2 mL), 1H-1,2,3-benzotriazol-1-ol (920 mg), tetrahydrofuran (20 mL) and acetonitrile (20 mL) was added N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride (1.15 g), and the mixture was stirred at room temperature for 30 min. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated to give a colorless oil. The colorless oil was dissolved in N,N-dimethylacetamide (10 mL), and ethyl 3-chloro-3-oxopropanoate (0.67 mL) was added. The reaction mixture was stirred at room temperature for 1 hr, 1N hydrochloric acid was added, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. Crystallization from diethyl ether gave ethyl [2-({2-methyl-3-[methyl(2-thienylsulfonyl)amino]-4H-thieno[3,2-b]pyrrol-5-yl}carbonyl)hydrazino](oxo)acetate (1.7 g, yield 65%) as colorless crystals. melting point 135° C.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customto give a colorless oil
  6. stirringThe reaction mixture was stirred at room temperature for 1 hr
  7. extractionthe mixture was extracted with ethyl acetate
  8. washThe ethyl acetate layer was washed with saturated brine
  9. dry with materialdried (MgSO4)
  10. concentrationconcentrated
  11. customCrystallization from diethyl ether

出典と根拠

ORDレコード
ord-eb4703cd2e3b43e6b1dc17277c84be55
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

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート