Thiomorpholine → HCID 69217583、化合物

HRID 2222137ノート

反応式

HRID 2222137 の反応式
ClC1SN=C(SC)N=1.ClC1C=CC=C(C(OO)=O)C=1.Cl[C:21]1[S:25][N:24]=[C:23]([S:26]([CH3:29])(=[O:28])=[O:27])[N:22]=1.Cl[C:31]1[S:35][N:34]=[C:33]([S:36]([CH3:38])=[O:37])[N:32]=1.[NH:39]1[CH2:44][CH2:43][S:42][CH2:41][CH2:40]1>O.C(Cl)(Cl)Cl>[CH3:29][S:26]([C:23]1[N:22]=[C:21]([N:39]2[CH2:44][CH2:43][S:42][CH2:41][CH2:40]2)[S:25][N:24]=1)(=[O:28])=[O:27].[CH3:38][S:36]([C:33]1[N:32]=[C:31]([N:39]2[CH2:44][CH2:43][S:42][CH2:41][CH2:40]2)[S:35][N:34]=1)=[O:37]

参加物

9

反応物 5

HCID 67164ThiomorpholineHCID 70297m-Chloroperbenzoic acidHCID 5709535-Chloro-3-(methylsulfanyl)-1,2,4-thiadiazoleHCID 27612875-Chloro-3-methylsulfonyl-1,2,4-thiadiazole2 回HCID 15240612HCID 15240612、化合物2 回

生成物 2

HCID 69217583HCID 69217583、化合物HCID 69219894HCID 69219894、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6212Chloroform溶媒

実験手順

With 12 ml of chloroform was mixed 1.0 g of 5-chloro-3-methylthio-1,2,4-thiadiazole, and 2.59 g of 3-chloroperbenzoic acid (content: 70-75 weight %) was added under ice-cooling. The mixture was stirred at room temperature for 2.25 hours and left as it was for 15 hours to obtain a crude mixture of 5-chloro-3-methylsulfonyl-1,2,4-thiadiazole and 5-chloro-3-methylsulfinyl-1,2,4-thiadiazole. Into the crude mixture of 5-chloro-3-methylsulfonyl-1,2,4-thiadiazole and 5-chloro-3-methylsulfinyl-1,2,4-thiadiazole was added 2.46 g of thiomorpholine dropwise under water-cooling. The mixture was stirred for 1 hour at room temperature. The reaction mixture was extracted with chloroform after the addition of saturated sodium bicarbonate aqueous solution. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 1.08 g of 3-methylsulfonyl-5-thiomorpholino-1,2,4-thiadiazole and 6 mg of 3-methylsulfinyl-5-thiomorpholino-1,2,4-thiadiazole.

後処理

  1. additionwas added under ice-
  2. temperaturecooling
  3. waitleft as it
  4. waitwas for 15 hours
  5. customto obtain a crude
  6. temperaturecooling
  7. stirringThe mixture was stirred for 1 hour at room temperature
  8. extractionThe reaction mixture was extracted with chloroform
  9. additionafter the addition of saturated sodium bicarbonate aqueous solution
  10. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  11. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-0f7eb7b7d3444a7dbae429f8e2fb0981
出典データセット
uspto-grants-2008_05
特許番号
US07371746B2

反応ノート

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