Water → HCID 11232442、化合物

HRID 1590620ノート

反応式

HRID 1590620 の反応式
Cl[C:2]1[N:7]=[N:6][C:5]([S:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:24]1([C:30]#[CH:31])[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.O>CN(C)C=O.[Cu]I>[C:24]1([C:30]#[C:31][C:2]2[N:7]=[N:6][C:5]([S:8]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)(=[O:10])=[O:9])=[CH:4][CH:3]=2)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

参加物

7

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 10821PhenylacetyleneHCID 19009006HCID 19009006、化合物

生成物 1

HCID 11232442HCID 11232442、化合物

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

To a solution of 6-chloro-3-phenylsulfonylpyridazine (8.4 g) bis(triphenylphosphine)palladium(II) chloride (98%; 0.24 g), copper(I) iodide (95%; 63 mg), and triethylamine (9.2 ml) in N,N-dimethylformamide (84 ml) was added phenylacetylene (4.7 ml), and the mixture was stirred for 0.5 hour at 80° C. After being cooled to room temperature, water (168 ml) was added to the reaction mixture. The precipitate formed was collected, washed with water, and dried. Recrystallization of the crude product from a mixture of diisopropyl ether and acetone (2:1) gave 6-(2-phenylethynyl)-3-phenylsulfonylpyridazine (5.5 g). After the mother liquor was concentrated in vacuo, the residue was triturated with acetone. The precipitate was collected and dried to give a second crop of the pure material (2.0 g).

後処理

  1. temperatureAfter being cooled to room temperature
  2. customThe precipitate formed
  3. customwas collected
  4. washwashed with water
  5. customdried
  6. customRecrystallization of the crude product
  7. additionfrom a mixture of diisopropyl ether and acetone (2:1)

出典と根拠

ORDレコード
ord-41cff87a10c04e47a151e1dd5a5c729b
出典データセット
uspto-grants-1993_04
特許番号
US05204346

反応ノート

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