반응 #1100169

반응 방정식

K2CO3

tert-Butyl 5-oxo-1,4-diazepane-1-carboxylate

P4S10

dichloromethane

→

title compound

tert-Butyl 5-thioxo-1,4-diazepane-1-carboxylate

용매

acetone

반응 조건

후처리

1. 1
   온도The reaction mixture was then cooled to 0° C.
2. 2
   기타to obtain a stirrable mixture
3. 3
   workup.STIRRINGthe reaction mixture was stirred vigorously for 30 minutes at 0° C
4. 4
   기타Volatiles were evaporated
5. 5
   workup.ADDITIONwater and ethyl acetate were added
6. 6
   기타layers were separated
7. 7
   세척the organic phase was washed with water and brine
8. 8
   추출The organic extract
9. 9
   건조was dried over Na2SO4
10. 10
    기타evaporated

실험 절차

tert-Butyl 5-oxo-1,4-diazepane-1-carboxylate, P4S10 (0.2 eq.), HMDO (2 eq.) and dichloromethane were combined and stirred magnetically at room temperature for 1 hour. The reaction mixture was then cooled to 0° C. and aqueous K2CO3 solution (1.26 mL of 5.3 M/mmol P4S10 taken) was added. A volume of acetone equal to one half of the reaction solvent was added to obtain a stirrable mixture, and the reaction mixture was stirred vigorously for 30 minutes at 0° C. Volatiles were evaporated, water and ethyl acetate were added, layers were separated and the organic phase was washed with water and brine. The organic extract was dried over Na2SO4 and evaporated, to afford the title compound. 1H NMR (300 MHz, CDCl3) δ 8.7 (bs, 1H), 3.68-3.60 (m, 4H), 3.42-3.38 (m, 2H), 3.15-3.09 (m, 2H), 1.43 (s, 9H); MS (ES) C10H18N2O2S requires 230. Found: 231 (M+H+).

출처