Thiophene-2-carbohydrazide → 2-[3-sulfanyl-5-(thiophen-2-yl)-4H-1,2,4-triazol-4-yl]acetic acid

HRID 2102286

反応式

HRID 2102286 の反応式
[S:1]=[C:2]=[N:3][CH2:4][C:5]([O:7]C)=[O:6].[S:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[C:14]([NH:16][NH2:17])=O>C(O)(C)C>[S:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[C:14]1[N:3]([CH2:4][C:5]([OH:7])=[O:6])[C:2](=[S:1])[NH:17][N:16]=1

参加物

4

反応物 2

HCID 73098Thiophene-2-carbohydrazideHCID 140795Methyl 2-isothiocyanatoacetate

生成物 1

HCID 49625532-[3-sulfanyl-5-(thiophen-2-yl)-4H-1,2,4-triazol-4-yl]acetic acid

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

Methyl N-(thioxomethylene)glycinate (2.06 g) and thiophene-2-carbohydrazide (2.57 g) in isopropanol (50 ml) was heated at 70° C. while stirring for 16 h. The mixture was allowed to come to r.t. and the formed precipitate collected and heated at reflux in 1.0 M aqueous NaHCO3 solution for 2 h. After cooling to r.t. and acidification with conc. HCl (aq.) the product was extracted into EA, which was washed with brine and then dried over MgSO4 before concentration to dryness to yield crude title compound which was used directly in the next step.

後処理

  1. customto come to r.t.
  2. customthe formed precipitate collected
  3. temperatureheated
  4. temperatureat reflux in 1.0 M aqueous NaHCO3 solution for 2 h
  5. extractionacidification with conc. HCl (aq.) the product was extracted into EA, which
  6. washwas washed with brine
  7. dry with materialdried over MgSO4 before concentration to dryness

出典と根拠

ORDレコード
ord-4cb66b5c39fd4368b8e29fbcc8210ca3
出典データセット
uspto-grants-2009_08
特許番号
US07576077B2

関連ノート

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