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

HRID 984038ノート

反応式

HRID 984038 の反応式
[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]

参加物

5

反応物 3

HCID 713FormamideHCID 962WaterHCID 161969CP 25415

生成物 1

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

試薬・触媒・溶媒 1

HCID 284Formic Acid溶媒

反応条件

温度
160 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-58f9f2c91e4048e1af993c2c5697466e
出典データセット
uspto-grants-2005_03
特許番号
US06867207B2

反応ノート

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