Formamide → (+/-)-N-[[2-chloro-4-(4,5-dihydro-3,5-dioxo-1,2,4 triazin-2(3H)-yl)phenyl](4-chlorophenyl)methyl]formamide

HRID 984038노트

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HRID 984038 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([N:17]2[C:22](=[O:23])[NH:21][C:20](=[O:24])[CH:19]=[N:18]2)[CH:5]=[CH:6][C:7]=1[C:8](=O)[C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=1.O.[CH:26]([NH2:28])=[O:27]>C(O)=O>[Cl:1][C:2]1[CH:3]=[C:4]([N:17]2[C:22](=[O:23])[NH:21][C:20](=[O:24])[CH:19]=[N:18]2)[CH:5]=[CH:6][C:7]=1[CH:8]([C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=1)[NH:28][CH:26]=[O:27]

참가 물질

5

반응물 3

HCID 713FormamideHCID 962WaterHCID 161969CP 25415

생성물 1

HCID 22557358(+/-)-N-[[2-chloro-4-(4,5-dihydro-3,5-dioxo-1,2,4 triazin-2(3H)-yl)phenyl](4-chlorophenyl)methyl]formamide수율 22.5%

시약·촉매·용매 1

HCID 284Formic Acid용매

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온도
160 °C

실험 절차

A mixture of 2-[3-chloro-4-(4-chlorobenzoyl)phenyl]-1,2,4-triazine-3,5(2H,4H)-dione (0.081 mol) in formic acid (120 ml) and formamide (300 ml) was stirred for 16 hours at 160° C. The reaction mixture was cooled, poured out into water (600 ml) and the resulting precipitate was filtered off and dried. This fraction was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 95/5). The pure fractions were collected and the solvent was evaporated. The residue was stirred in DIPE, filtered off, and dried, yielding 8.78 g (22.5%) of (±)-N-[[2-chloro-4-(4,5-dihydro-3,5-dioxo-1,2,4-triazin-2(3H)-yl)phenyl](4-chlorophenyl)methyl]formamide (interm. 64).

후처리

  1. temperatureThe reaction mixture was cooled
  2. filtrationthe resulting precipitate was filtered off
  3. customdried
  4. customThis fraction was purified by column chromatography over silica gel (eluent: CH2Cl2/CH3OH 95/5)
  5. customThe pure fractions were collected
  6. customthe solvent was evaporated
  7. stirringThe residue was stirred in DIPE
  8. filtrationfiltered off
  9. customdried

출처 및 근거

ORD 기록
ord-58f9f2c91e4048e1af993c2c5697466e
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06867207B2

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