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Propionic Acid → 3-{[4-(3,5-Dinitro-thiophen-2-ylazo)-phenyl]-ethyl-amino}-propionic acid vinyl ester

HRID 252891
ノート
印刷プレビュー

反応式

HRID 252891 の反応式
[NH2:1][C:2]1[S:3][C:4]([N+:10]([O-:12])=[O:11])=[CH:5][C:6]=1[N+:7]([O-:9])=[O:8].C(O)(=O)CC.N(OS(=O)(=O)O)=O.[CH:25]([O:27][C:28](=[O:40])[CH2:29][CH2:30][N:31]([CH2:38][CH3:39])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[CH2:26].S(=O)(=O)(O)[NH2:42]>CO.C(O)(=O)C>[CH:25]([O:27][C:28](=[O:40])[CH2:29][CH2:30][N:31]([C:32]1[CH:37]=[CH:36][C:35]([N:42]=[N:1][C:2]2[S:3][C:4]([N+:10]([O-:12])=[O:11])=[CH:5][C:6]=2[N+:7]([O-:9])=[O:8])=[CH:34][CH:33]=1)[CH2:38][CH3:39])=[CH2:26]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 1032Propionic AcidHCID 5987Sulfamic AcidHCID 748952-Thiophenamine, 3,5-dinitro-HCID 82157Nitrosylsulfuric acidHCID 672669143-(Ethyl-phenyl-amino)-propionic acid vinyl ester

生成物 1

HCID 591415123-{[4-(3,5-Dinitro-thiophen-2-ylazo)-phenyl]-ethyl-amino}-propionic acid vinyl ester

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 887Methanol溶媒

反応条件

温度
2 °C

実験手順

5.7 parts of 2-amino-3,5-dinitrothiophene, 20 parts of propionic acid and 30 parts of acetic acid were charged and cooled to 2° C. 11.4 parts of 40% (w/w) nitrosyl sulfuric acid were added, whilst the temperature was held below 4° C. The diazotization mixture was stirred for a further 2 hrs at 2-4° C. To a separate vessel were charged 6.5 parts of 3-(ethyl-phenyl-amino)-propionic acid vinyl ester, 100 parts of methanol, 1 part sulfamic acid and 100 parts of ice. With stirring, the diazotization mixture was slowly added followed by a further 300 parts of ice. The reaction mixture was stirred over night and the product was isolated by filtration, washed subsequently with water, methanol and again water, then dried to yield 7.4 parts of 3-{[4-(3,5-dinitro-thiophen-2-ylazo)-phenyl]-ethyl-amino}-propionic acid vinyl ester. λmax=626 nm (acetone).

後処理

  1. customwas held below 4° C
  2. stirringWith stirring
  3. additionthe diazotization mixture was slowly added
  4. stirringThe reaction mixture was stirred over night
  5. customthe product was isolated by filtration
  6. washwashed subsequently with water, methanol and again water
  7. customdried

出典と根拠

ORDレコード
ord-46b1a9e45c8d4f31afae2e44ce4de637
出典データセット
uspto-grants-2011_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07871446B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート