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Formamide → 4-(2-(Dimethylamino)-2-(thiophen-3-yl)acetamido)benzamide

HRID 409420
ノート
印刷プレビュー

反応式

HRID 409420 の反応式
[CH3:1][N:2]([CH3:22])[CH:3]([C:17]1[CH:21]=[CH:20][S:19][CH:18]=1)[C:4]([NH:6][C:7]1[CH:16]=[CH:15][C:10]([C:11](OC)=[O:12])=[CH:9][CH:8]=1)=[O:5].C([NH2:25])=O.C[O-].[Na+]>CN(C=O)C>[CH3:1][N:2]([CH3:22])[CH:3]([C:17]1[CH:21]=[CH:20][S:19][CH:18]=1)[C:4]([NH:6][C:7]1[CH:16]=[CH:15][C:10]([C:11]([NH2:25])=[O:12])=[CH:9][CH:8]=1)=[O:5]
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

5

反応物 3

HCID 713FormamideHCID 10942334Sodium MethoxideHCID 59161754Methyl 4-(2-(dimethylamino)-2-(thiophen-3-yl)acetamido)benzoate

生成物 1

HCID 461846044-(2-(Dimethylamino)-2-(thiophen-3-yl)acetamido)benzamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

Methyl 4-(2-(dimethylamino)-2-(thiophen-3-yl)acetamido)benzoate (E114) and formamide dissolved in DMF under Ar were heated to 100° C. The NaOMe was then added and the reaction heated for 2 hours. The reaction was partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc. The extracts were dried (MgSO4), filtered and evaporated. Column chromatography (SiO2, 0-100% EtOAc/Hex) gave pure 4-(2-(dimethylamino)-2-(thiophen-3-yl)acetamido)benzamide (E115).

後処理

  1. temperaturethe reaction heated for 2 hours
  2. customThe reaction was partitioned between EtOAc and water
  3. extractionThe aqueous layer was extracted with EtOAc
  4. dry with materialThe extracts were dried (MgSO4)
  5. filtrationfiltered
  6. customevaporated

出典と根拠

ORDレコード
ord-fe1bd3ffd0aa445a80ed67751eae6679
出典データセット
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08759388B2

反応ノート

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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