تفاعل #2254154

معادلة التفاعل

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

المذيبات

methylene chloride

methylene chloride

ظروف التفاعل

المعالجة

1. 1
   أخرىto come to room temperature
2. 2
   أخرىthe organic phase was separated
3. 3
   استخلاصthe aqueous phase further extracted with methylene chloride (2×100 mL)
4. 4
   تجفيفThe combined organic extracts were dried (MgSO4)
5. 5
   تركيزconcentrated in vacuo

الإجراء التجريبي

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.).

المصدر