Potassium Carbonate → 3-Thioureido-benzenesulfonamide

HRID 852438ノート

反応式

HRID 852438 の反応式
Cl.[NH2:2][C:3]1[CH:4]=[C:5]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1.C(N(CC)C(C)C)(C)C.C([N:30]=[C:31]=[S:32])(=O)C1C=CC=CC=1.C([O-])([O-])=O.[K+].[K+]>C1COCC1.O>[NH:2]([C:3]1[CH:4]=[C:5]([S:9]([NH2:12])(=[O:10])=[O:11])[CH:6]=[CH:7][CH:8]=1)[C:31]([NH2:30])=[S:32]

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 68284Benzoyl isothiocyanateHCID 81531DiisopropylethylamineHCID 69513393HCID 69513393、化合物

生成物 1

HCID 431489173-Thioureido-benzenesulfonamide

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 10 g (48 mmol) 3-Amino-benzenesulfonamide hydrochloride in 100 ml THF and 8.2 ml (48 mmol) N,N-Diisopropylethylamine was treated with 6.45 ml (48 mmol) benzoyl isothiocyanate and allowed to stir at room temperature. After evaporation to dryness the residue was suspended in diethyl ether. The precipitate was filtered off, dried and suspended in 130 ml methanol and 100 ml THF. K2CO3 (130 mmol) in 45 ml water was added and the mixture was stirred for 60 h at room temperature. The mixture was evaporated to drynes and the residue was treated with water and extracted with ethyl acetate. The combined organic layers were dried with MgSO4 filtered and evaporated to dryness. After suspending the residue in diethyl ether, filtration and drying 8.4 g (76%) of the title compound was obtained as white solid.

後処理

  1. customAfter evaporation to dryness the residue
  2. filtrationThe precipitate was filtered off
  3. customdried
  4. stirringthe mixture was stirred for 60 h at room temperature
  5. customThe mixture was evaporated to drynes
  6. additionthe residue was treated with water
  7. extractionextracted with ethyl acetate
  8. dry with materialThe combined organic layers were dried with MgSO4
  9. filtrationfiltered
  10. customevaporated to dryness
  11. filtrationfiltration
  12. dry with materialdrying 8.4 g (76%) of the title compound
  13. customwas obtained as white solid

出典と根拠

ORDレコード
ord-68bca33bc950417dba890518f3fdad93
出典データセット
uspto-grants-2007_08
特許番号
US07253197B2

反応ノート

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