o-Chloranil → ethyl 4-cyano-1,3-dimethyl-1H-indazole-5-carboxylate

HRID 439725

반응식

HRID 439725 반응식
[C:1]([C:3]1[C:4]2[C:5]([CH3:18])=[N:6][N:7]([CH3:17])[C:8]=2[CH2:9][CH2:10][C:11]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13])#[N:2].C1(Cl)C(Cl)=C(Cl)C(=O)C(=O)C=1Cl>C1C=CC=CC=1>[C:1]([C:3]1[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:10][CH:9]=[C:8]2[C:4]=1[C:5]([CH3:18])=[N:6][N:7]2[CH3:17])#[N:2]

참가 물질

4

반응물 2

HCID 73252o-ChloranilHCID 22402928ethyl 4-cyano-6,7-dihydro-1,3-dimethyl-1H-indazole-5-carboxylate

생성물 1

HCID 22402968ethyl 4-cyano-1,3-dimethyl-1H-indazole-5-carboxylate수율 47.3%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A mixture of ethyl 4-cyano-6,7-dihydro-1,3-dimethyl-1H-indazole-5-carboxylate (13.5 g, 55.0 mmol), o-chloranil (16.3 g, 66.0 mmol) and dry benzene is stirred for 1.5 hours at reflux temperature, cooled and filtered. The filtrate is concentrated in vacuo, filtered through two pads of neutral alumina and evaporated to dryness to afford a yellow solid. Recrystallization from ethyl acetate affords the title product (6.33 g, 47.2%), mp 170°-175.5° C.

후처리

  1. temperatureat reflux temperature
  2. temperaturecooled
  3. filtrationfiltered
  4. concentrationThe filtrate is concentrated in vacuo
  5. filtrationfiltered through two pads of neutral alumina
  6. customevaporated to dryness
  7. customto afford a yellow solid
  8. customRecrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-7e6ef78a7e6149acbb5ce549f8594c87
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05516751

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