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2,5-Hexanedione → alpha-[2-Chloro-4-(2,3,4,5-tetrahydro-5-methyl-3-oxo-1,2,4-triazin-6-yl)phenoxy]-N-(2,5-dimethyl-1-pyrrolyl)acetamide

HRID 1198911
ノート
印刷プレビュー

反応式

HRID 1198911 の反応式
[CH2:1]([CH2:5][C:6](=O)[CH3:7])[C:2]([CH3:4])=O.[Cl:9][C:10]1[CH:21]=[C:20]([C:22]2[CH:23]([CH3:29])[NH:24][C:25](=[O:28])[NH:26][N:27]=2)[CH:19]=[CH:18][C:11]=1[O:12][CH2:13][C:14]([NH:16][NH2:17])=[O:15]>C(O)(=O)C>[Cl:9][C:10]1[CH:21]=[C:20]([C:22]2[CH:23]([CH3:29])[NH:24][C:25](=[O:28])[NH:26][N:27]=2)[CH:19]=[CH:18][C:11]=1[O:12][CH2:13][C:14]([NH:16][N:17]1[C:6]([CH3:7])=[CH:5][CH:1]=[C:2]1[CH3:4])=[O:15]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 80352,5-HexanedioneHCID 14370703alpha-[2-Chloro-4-(2,3,4,5-tetrahydro-5-methyl-3-oxo-1,2,4-triazin-6-yl)phenoxy]acetohydrazide

生成物 1

HCID 14370704alpha-[2-Chloro-4-(2,3,4,5-tetrahydro-5-methyl-3-oxo-1,2,4-triazin-6-yl)phenoxy]-N-(2,5-dimethyl-1-pyrrolyl)acetamide収率 64%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

反応条件

温度
70 °C

実験手順

0.27 g of acetonylacetone was added to a solution of 0.5 g of α-[2-chloro-4-(2,3,4,5-tetrahydro-5-methyl-3-oxo-1,2,4-triazin-6-yl)phenoxy]acetohydrazide (prepared as described in Example 13) dissolved in 5 ml of acetic acid, and the mixture was heated at 70° C. for 4 hours. The acetic acid used as the solvent was removed by evaporation under reduced pressure, and the residue was mixed with water to precipitate crystals. These crystals were collected by filtration, washed with water and dried. The product was purified by column chromatography through silica gel (eluent: a 98:2 by volume mixture of methylene chloride and ethanol), followed by recrystallization from ethanol to give 0.4 g of the title compound melting at 189°-190° C.

後処理

  1. customwas removed by evaporation under reduced pressure
  2. additionthe residue was mixed with water
  3. customto precipitate crystals
  4. filtrationThese crystals were collected by filtration
  5. washwashed with water
  6. customdried
  7. customThe product was purified by column chromatography through silica gel (eluent
  8. additiona 98:2 by volume mixture of methylene chloride and ethanol),
  9. customfollowed by recrystallization from ethanol

出典と根拠

ORDレコード
ord-6cce6df8eceb465ab733904b7383fd67
出典データセット
uspto-grants-1990_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04898862

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート