Hydrochloric Acid → HCID 178419049, 화합물

HRID 503515

반응식

HRID 503515 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([O:10][CH3:11])=[CH:4][C:3]=1[C:12](=[O:14])[CH3:13].Cl.[N:16]([O-])=O.[Na+]>O>[CH3:11][O:10][C:5]1[CH:4]=[C:3]2[C:2](=[CH:7][C:6]=1[O:8][CH3:9])[N:1]=[N:16][CH:13]=[C:12]2[OH:14]

참가 물질

5

반응물 3

HCID 313Hydrochloric Acid2회HCID 602085Ethanone, 1-(2-amino-4,5-dimethoxyphenyl)-HCID 23668193Sodium Nitrite

생성물 1

HCID 178419049HCID 178419049, 화합물

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
2 °C

실험 절차

1-(2-Amino-4,5-dimethoxyphenyl)ethanone (105 g, 0.538 mol) was dissolved in concentrated HCl (2000 mL, 20 mol) at ambient temperature. The solution was then cooled to 0-4° C., and sodium nitrite (37.5 g, 0.543 mol) was added dropwise over 45 minutes as a solution in water (200 mL). The reaction mixture was stirred at 0-4° C. for one hour during which time it turned dark brown and became homogenous. The reaction mixture was then heated to 60-70° C. for four hours, and a yellow solid formed. After cooling the reaction mixture to 10° C., the solid was collected by filtration. The wet solid was suspended in 1500 mL of water, and the pH was adjusted to 12 with 4N NaOH to give a brown solution, followed by adjusting the pH to 7 with concentrated hydrochloric acid (78 mL). 6,7-Dimethoxycinnolin-4-ol precipitated as an off-white solid, which was filtered, washed with water (3×300 mL), and dried in a vacuum overnight at 50° C.

후처리

  1. temperatureThe reaction mixture was then heated to 60-70° C. for four hours
  2. customa yellow solid formed
  3. temperatureAfter cooling the reaction mixture to 10° C.
  4. filtrationthe solid was collected by filtration
  5. customto give a brown solution
  6. custom6,7-Dimethoxycinnolin-4-ol precipitated as an off-white solid, which
  7. filtrationwas filtered
  8. washwashed with water (3×300 mL)
  9. customdried in a vacuum overnight at 50° C.

출처 및 근거

ORD 기록
ord-19e271683bfd40c29637fcc01ca8f005
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07776857B2

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