5-Chloro-3-(methylsulfanyl)-1,2,4-thiadiazole → 3-Methylthio-5-(cyclohexyl)methyl-1,2,4-thiadiazole

HRID 1594418ノート

反応式

HRID 1594418 の反応式
Cl[C:2]1[S:6][N:5]=[C:4]([S:7][CH3:8])[N:3]=1.[Br-].[CH:10]1([CH2:16][Zn+])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1>O1CCCC1>[CH3:8][S:7][C:4]1[N:3]=[C:2]([CH2:16][CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[S:6][N:5]=1

参加物

4

反応物 2

HCID 5709535-Chloro-3-(methylsulfanyl)-1,2,4-thiadiazoleHCID 178419774HCID 178419774、化合物

生成物 1

HCID 586104393-Methylthio-5-(cyclohexyl)methyl-1,2,4-thiadiazole

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

1.00 g of 5-chloro-3-methylthio-1,2,4-thiadiazole and 244 mg of {1,1′-bis(diphenylphosphino)ferrocene} dichloro palladium(II) dichloromethane complex were dissolved in 12 ml of tetrahydrofuran under nitrogen atmosphere, 13.2 ml of solution of (cyclohexyl)methyl zinc bromide in tetrahydrofuran (0.5 mol/l) was added thereto under ice-cooling taking for about 10 minutes, and the reaction mixture was stirred for 30 minutes under ice-cooling and for 8 hours at room temperature. Then, the reaction mixture was concentrated, and the residue subjected to silica gel column chromatography to give 1.29 g of 3-methylthio-5-(cyclohexyl)methyl-1,2,4-thiadiazole.

後処理

  1. temperatureunder ice-cooling
  2. concentrationThen, the reaction mixture was concentrated

出典と根拠

ORDレコード
ord-b796f171d80c4d67b12595abc8432752
出典データセット
uspto-grants-2007_11
特許番号
US07301032B2

反応ノート

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