Water → 5-(Methylsulfonyl)-1,3,4-thiadiazole-2-carbonitrile

HRID 1278330ノート

反応式

HRID 1278330 の反応式
[CH3:1][S:2]([C:5]1(C(N)=O)[NH:9][N:8]=[CH:7][S:6]1)(=[O:4])=[O:3].[CH2:13]([N:15](CC)CC)C.O>C(Cl)(Cl)(Cl)Cl.O1CCCC1.[Ti](Cl)(Cl)(Cl)Cl>[CH3:1][S:2]([C:5]1[S:6][C:7]([C:13]#[N:15])=[N:8][N:9]=1)(=[O:3])=[O:4]

参加物

7

反応物 3

HCID 962WaterHCID 8471TriethylamineHCID 21163799HCID 21163799、化合物

生成物 1

HCID 125145235-(Methylsulfonyl)-1,3,4-thiadiazole-2-carbonitrile

試薬・触媒・溶媒 3

HCID 24193Titanium Tetrachloride触媒HCID 5943Carbon Tetrachloride溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A mixture of 20 ml titanium tetrachloride in 50 ml carbon tetrachloride was added dropwise at 0° to 5° C. upon stirring to 350 ml tetrahydrofuran. Subsequently, 2-methylsulfonyl-1,3,4-thiadiazole-2-carboxamide was added in batches at room temperature in an amount of 20.7 g. After continued stirring for 1 hour a solution of 50 ml triethylamine in 50 ml tetrahydrofuran was dropped into the mixture within a period of 60 minutes. The mixture was then reacted with 50 ml water, the total mixture was extracted with chloroform and the organic phase was dried over magnesium sulfate and the solvent was distilled off in a vacuum. The residue was taken up in acetic acid ethylester, subjected to boiling with activated carbon, filtered and concentrated. The residue was crystallized from chloroform/tetrahydrofuran (3:1).

後処理

  1. additionwas added dropwise at 0° to 5° C.
  2. additionwas dropped into the mixture within a period of 60 minutes
  3. extractionthe total mixture was extracted with chloroform
  4. dry with materialthe organic phase was dried over magnesium sulfate
  5. distillationthe solvent was distilled off in a vacuum
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe residue was crystallized from chloroform/tetrahydrofuran (3:1)

出典と根拠

ORDレコード
ord-ea326a55b19d40029a42012a340214a3
出典データセット
uspto-grants-1981_07
特許番号
US04281121

反応ノート

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