Water → 1-Methoxycarbonyl-4-chloro-3-(3,5-dichlorophenyl)pyrazole

HRID 1586368ノート

反応式

HRID 1586368 の反応式
C(N(CC)CC)C.[Cl:8][C:9]1[C:10]([C:14]2[CH:19]=[C:18]([Cl:20])[CH:17]=[C:16]([Cl:21])[CH:15]=2)=[N:11][NH:12][CH:13]=1.Cl[C:23]([O:25][CH3:26])=[O:24].O>CN(C)C1C=CN=CC=1.C1COCC1>[CH3:26][O:25][C:23]([N:12]1[CH:13]=[C:9]([Cl:8])[C:10]([C:14]2[CH:15]=[C:16]([Cl:21])[CH:17]=[C:18]([Cl:20])[CH:19]=2)=[N:11]1)=[O:24]

参加物

7

反応物 4

HCID 962WaterHCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 178478181HCID 178478181、化合物

生成物 1

HCID 218526441-Methoxycarbonyl-4-chloro-3-(3,5-dichlorophenyl)pyrazole収率 91.4%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

2.52 g (0.0204 mol) of 4-dimethylaminopyridine and 18.3 ml (0.132 mol) of triethylamine are added to 30.55 g (0.12 mol) of 4-chloro-3-(3,5-dichlorophenyl)pyrazole dissolved in 300 ml of THF. A solution of 12.5 g (0.132 mol) of methyl chloroformate in 100 ml of THF is run, dropwise and at 0° C., into this solution. Stirring is continued for 20 h at room temperature. The reaction mixture is poured into 500 ml of water and extracted with ethyl acetate. After drying the organic phase and concentration under vacuum, the residue is triturated with 150 ml of heptane, filtered and dried. We obtain 33.5 g of 1-methoxycarbonyl-4-chloro-3-(3,5-dichlorophenyl)pyrazole, melting at 144° C.

後処理

  1. customat 0° C.
  2. extractionextracted with ethyl acetate
  3. customAfter drying
  4. concentrationthe organic phase and concentration under vacuum
  5. customthe residue is triturated with 150 ml of heptane
  6. filtrationfiltered
  7. customdried

出典と根拠

ORDレコード
ord-ceef507936c2482a9ec32ee7aa5c9d9e
出典データセット
uspto-grants-1999_08
特許番号
US05945382

反応ノート

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