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Sodium hydride → 3-(4-Methoxypyrazol-1-yl)-7-chloro-benzo-1,2,4-triazine 1-oxide

HRID 1732878
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HRID 1732878 반응식
[H-].[Na+].[CH3:3][O:4][C:5]1[CH:6]=[N:7][NH:8][CH:9]=1.Cl[C:11]1[N:12]=[N+:13]([O-:22])[C:14]2[CH:20]=[C:19]([Cl:21])[CH:18]=[CH:17][C:15]=2[N:16]=1>CN(C)C=O>[CH3:3][O:4][C:5]1[CH:6]=[N:7][N:8]([C:11]2[N:12]=[N+:13]([O-:22])[C:14]3[CH:20]=[C:19]([Cl:21])[CH:18]=[CH:17][C:15]=3[N:16]=2)[CH:9]=1
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참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 53247764-methoxy-1H-pyrazoleHCID 130939893,7-Dichloro-1-oxo-1lambda~5~,2,4-benzotriazine

생성물 1

HCID 203029663-(4-Methoxypyrazol-1-yl)-7-chloro-benzo-1,2,4-triazine 1-oxide수율 62.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

3.45 g (0.115 mol) of sodium hydride (80% pure) were introduced into a solution of 12.6 g (0.13 mol) of 4-methoxy-pyrazole in 100 ml of absolute dimethylformamide at room temperature and the mixture was subsequently warmed briefly to 60° C. 21.6 g (0.1 mol) of 3,7-dichloro-benzo-1,2,4-triazine 1-oxide were added in portions to the mixture, which had been cooled to room temperature. After the exothermic reaction had subsided, the mixture was subsequently stirred at 30° to 40° C. for a further 3 hours and the reaction product was then precipitated with water. This product was filtered off, stirred in 150 ml of methanol, filtered off again and dried. 17.3 g of 3-(4-methoxypyrazol-1-yl)-7-chloro-benzo-1,2,4-triazine 1-oxide of melting point 253°-255° C. (with decomposition) were obtained, that is to say 62.3% of theory. The compound could be recrystallized from dimethylformamide.

후처리

  1. temperaturehad been cooled to room temperature
  2. customAfter the exothermic reaction
  3. customthe reaction product was then precipitated with water
  4. filtrationThis product was filtered off
  5. stirringstirred in 150 ml of methanol
  6. filtrationfiltered off again
  7. customdried

출처 및 근거

ORD 기록
ord-2b08ae69a0b04eccab9101c0214fe008
출처 데이터셋
uspto-grants-1980_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04239760

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