反应 #627042

反应方程式

Ammonia water

methyl sulfone

7

Carbamimidic Chloride Hydrochloride

5

Ethyl-2-amino-4-chloro-1H-indole-3-carboxylate

→

2-Amino-5chloro-3,9-dihydro-4H-pyrimido[4,5-b]indol-4-one

收率 78.0%

溶剂

water

chloroform

反应条件

后处理

1. 1
   workup.DISSOLUTIONto dissolve completely
2. 2
   workup.STIRRINGStirring
3. 3
   其他to quench
4. 4
   其他the reaction
5. 5
   其他Solid precipitated out
6. 6
   过滤This solid was filtered
7. 7
   其他Obtained solid
8. 8
   干燥methanol, dried (using Na2SO4)
9. 9
   其他recrystallized

实验过程

1 g methyl sulfone was heated to melting. 7 (106.22 mg, 1.37 mmol) was added and the resulting mixture was stirred and heated at 110-120° C. to dissolve completely. 5 (200 mg, 0.837 mmol) was added in one part to the reaction mixture. Stirring was continued for 30 minutes. About 10 mL water was added to quench the reaction. Ammonia water was added to neutralize the reaction mixture. Solid precipitated out. This solid was filtered. Obtained solid was dissolved in chloroform and methanol, dried (using Na2SO4) and recrystallized. The overall yield was 78%. TLC Rf 0.33 (chloroform-methanol 1:1); mp>250° C.; 1H NMR (DMSO-d6) δ 6.57 (bs, 2H, 2-NH2, exch); 7.04-7.17 (m, 3H, phenyl); 10.41 (s, 1H, 9-NH, exch); 11.64 (s, 1H, 3-NH, exch). Anal. Calculated (C10H7ClN4O. 0.3CH3OH): C, 50.65; H, 3.38; N, 22.94; Cl, 14: Found: C, 50.91; H, 3.34; N, 22.60; Cl, 14.77.

来源