Sodium Hydroxide → 5-oxo-1H,5H-pyrazolo[1,5-a]quinazoline-3-carboxylic acid

HRID 1927289노트

반응식

HRID 1927289 반응식
Cl.[NH:2]([C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=O)[NH2:3].[C:13](/[C:15](=[CH:21]\OCC)/[C:16]([O:18]CC)=[O:17])#[N:14].C([O-])(=O)C.[Na+].[OH-].[Na+]>CN(C=O)C.O>[O:8]=[C:6]1[C:5]2[C:4](=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:2]2[N:3]=[CH:21][C:15]([C:16]([OH:18])=[O:17])=[C:13]2[NH:14]1

참가 물질

7

반응물 4

HCID 14798Sodium HydroxideHCID 104169Benzoic acid, 2-hydrazinyl-, hydrochloride (1:1)HCID 517045Sodium AcetateHCID 1715183Ethyl 2-cyano-3-ethoxyacrylate

생성물 1

HCID 1354730455-oxo-1H,5H-pyrazolo[1,5-a]quinazoline-3-carboxylic acid

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

반응 조건

온도
140 °C

실험 절차

A mixture of 2-hydrazinylbenzoic acid hydrochloride (1.05 g, 5.57 mmol), (E)-ethyl 2-cyano-3-ethoxyacrylate (0.9 g, 5.32 mmol) and sodium acetate (0.457 g, 5.57 mmol) in DMF (7 mL) was heated to 140° C. for 2 h then cooled. Water (5 mL) was added and the mixture was stirred at rt for 1 h then filtered. The solid was washed with H2O, EtOH and Et2O then dried. The solid was dissolved in EtOH (10 mL), treated with a 1M solution of sodium hydroxide (23 mL, 23 mmol) and the mixture was heated at 80° C. for 18 hr. The mixture was filtered hot then cooled and acidified with acetic acid and 10% HCl. The precipitated product was filtered, washed with H2O and Et2O, dried well and used without any further purification.

후처리

  1. temperaturethen cooled
  2. filtrationthen filtered
  3. washThe solid was washed with H2O, EtOH and Et2O
  4. customthen dried
  5. dissolutionThe solid was dissolved in EtOH (10 mL)
  6. temperaturethe mixture was heated at 80° C. for 18 hr
  7. filtrationThe mixture was filtered hot
  8. temperaturethen cooled
  9. filtrationThe precipitated product was filtered
  10. washwashed with H2O and Et2O
  11. customdried well
  12. customused without any further purification

출처 및 근거

ORD 기록
ord-b70e400a1452480db80a12716f69c54d
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08183250B2

반응 노트

불러오는 중…