Реакция #2254154

Уравнение реакции

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

Растворители

methylene chloride

methylene chloride

Условия реакции

Обработка

1. 1
   Другоеto come to room temperature
2. 2
   Другоеthe organic phase was separated
3. 3
   Экстракцияthe aqueous phase further extracted with methylene chloride (2×100 mL)
4. 4
   СушкаThe combined organic extracts were dried (MgSO4)
5. 5
   Концентрированиеconcentrated in vacuo

Методика

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.).

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