Methyl isothiocyanate → 1-Methyl-3-trifluoromethanesulphonylthiourea

HRID 1902277

反応式

HRID 1902277 の反応式
[CH3:1][N:2]=[C:3]=[S:4].[F:5][C:6]([F:12])([F:11])[S:7]([NH2:10])(=[O:9])=[O:8].[OH-].[Na+]>CC(C)=O.O>[CH3:1][NH:2][C:3]([NH:10][S:7]([C:6]([F:12])([F:11])[F:5])(=[O:9])=[O:8])=[S:4]

参加物

6

反応物 3

HCID 11167Methyl isothiocyanateHCID 14798Sodium HydroxideHCID 79001Trifluoromethylsulfonamide

生成物 1

HCID 212988821-Methyl-3-trifluoromethanesulphonylthiourea収率 42.3%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

A solution of methylisothiocyanate (0.21 g.) in acetone (10 ml.) was added to a solution of trifluoromethanesulphonamide (0.45 g.) and sodium hydroxide (0.12 g.) in water (5 ml.), the mixture stirred at 60° for 18 hours and then evaporated to dryness. The residue was dissolved in water and the solution washed with ethyl acetate and then adjusted to pH 1 with concentrated hydrochloric acid. The mixture was treated with charcoal and filtered and the filtrate extracted with ethyl acetate. The combined ethyl acetate extracts were dried and evaporated to dryness and the residue recrystallised from petroleum ether (b.p. 60°-80°) to give 1-methyl-3-trifluoromethanesulphonylthiourea (0.27 g.), m.p. 88°-90°.

後処理

  1. customevaporated to dryness
  2. dissolutionThe residue was dissolved in water
  3. washthe solution washed with ethyl acetate
  4. additionThe mixture was treated with charcoal
  5. filtrationfiltered
  6. extractionthe filtrate extracted with ethyl acetate
  7. dry with materialThe combined ethyl acetate extracts were dried
  8. customevaporated to dryness
  9. customthe residue recrystallised from petroleum ether (b.p. 60°-80°)

出典と根拠

ORDレコード
ord-28b609efeecf4b82ae1304b8b978f60d
出典データセット
uspto-grants-1982_12
特許番号
US04362728

関連ノート

読み込み中…