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

HRID 2102286

반응식

HRID 2102286 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4cb66b5c39fd4368b8e29fbcc8210ca3
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07576077B2

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