3-(Difluoromethyl)-1-methyl-1 H-pyrazole-4-carbonyl chloride → Fluxapyroxad

HRID 1803093ノート

反応式

HRID 1803093 の反応式
[F:1][CH:2]([F:12])[C:3]1[C:7]([C:8](Cl)=[O:9])=[CH:6][N:5]([CH3:11])[N:4]=1.[F:13][C:14]1[CH:15]=[C:16]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[NH2:28])[CH:17]=[C:18]([F:21])[C:19]=1[F:20]>C1(C)C=CC=CC=1>[F:13][C:14]1[CH:15]=[C:16]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[NH:28][C:8]([C:7]2[C:3]([CH:2]([F:12])[F:1])=[N:4][N:5]([CH3:11])[CH:6]=2)=[O:9])[CH:17]=[C:18]([F:21])[C:19]=1[F:20]

参加物

4

反応物 2

HCID 153401103-(Difluoromethyl)-1-methyl-1 H-pyrazole-4-carbonyl chlorideHCID 442492633,4,5-Trifluoro-2'-aminobiphenyl

生成物 1

HCID 16095400Fluxapyroxad

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
85 °C

実験手順

100.0 g (0.504 mol, 98% pure) of 3-difluoromethyl-1-methyl-1H-pyrazole-4-carbonyl chloride were dissolved at 25° C. in 257.2 g of toluene. The solution was evacuated to 400 mbar and heated to 85° C. Subsequently, within 3 hours, 492.8 g (0.499 mol, 23% strength) of toluenic 3′,4′,5′-trifluorobiphenyl-2-ylamine solution were metered in, after which stirring was continued for another 1 hour. After venting and cooling to 25° C. with a ramp of 10° C./h, the mixture was stirred overnight. Subsequently, the mixture was cooled to 0° C., and the solid constituents were filtered off, washed with cold toluene and dried at 80° C. under reduced pressure. The yield (without further processing of the mother liquor) was 177.7 g (92%).

後処理

  1. customThe solution was evacuated to 400 mbar
  2. waitwas continued for another 1 hour
  3. temperaturecooling to 25° C. with a ramp of 10° C./h
  4. stirringthe mixture was stirred overnight
  5. temperatureSubsequently, the mixture was cooled to 0° C.
  6. filtrationthe solid constituents were filtered off
  7. washwashed with cold toluene
  8. customdried at 80° C. under reduced pressure
  9. customThe yield (without further processing of the mother liquor)

出典と根拠

ORDレコード
ord-f8f94c730547442da321dfaecd1155cb
出典データセット
uspto-grants-2013_01
特許番号
US08350046B2

反応ノート

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