反応 #2254154

反応方程式

S,S-Diisopropyl-S-aminosulfonium 2,4,6-trimethyl-phenylsulfonate

6,8-dichloro-1H-benzo[d][1,3]oxazine-2,4-dione

Water

potassium tert-butanolate

→

title compound

2-amino-N-(bis-2-propyl-λ4-sulfanylidene)-3,5-dichloro-benzamide

溶媒

methylene chloride

methylene chloride

反応条件

後処理

1. 1
   その他to come to room temperature
2. 2
   その他the organic phase was separated
3. 3
   抽出the aqueous phase further extracted with methylene chloride (2×100 mL)
4. 4
   乾燥The combined organic extracts were dried (MgSO4)
5. 5
   濃縮concentrated in vacuo

実験手順

To a suspension of 6,8-dichloro-1H-benzo[d][1,3]oxazine-2,4-dione (45.0 g, 70.7 mmol) in methylene chloride (500 mL) was added S,S-Diisopropyl-S-aminosulfonium 2,4,6-trimethyl-phenylsulfonate (77.6 g, 234 mmol). The reaction mixture was cooled to 0° C. and potassium tert-butanolate (8.73 g, 77.8 mmol) was added after which the reaction was allowed to come to room temperature and stirred for 16 h. Water (200 mL) and methylene chloride (50 mL) were then added, the organic phase was separated and the aqueous phase further extracted with methylene chloride (2×100 mL). The combined organic extracts were dried (MgSO4) and concentrated in vacuo to afford the title compound (62.8 g, quant.).

出典