反应详情

To a magnetically stirred suspension of 9.72 g. (40 mmol) of 1-(2'-methylphenyl)-3-methylamidinourea hydrochloride in 30 ml. of CH3CN is added 9.52 g. (80 ml.) of N,N-dimethylformamide dimethylacetal. After the mixture is further diluted with 25 ml. CH3CN and stirred for 5 minutes all of the solid is dissolved. TLC (3% NH4OH) shows a new spot; about equal in size to a spot in starting material; (EtoAc/MeOH; 9:1) shows mostly a new spot. The solution is refluxed for 2 hours. The reaction mixture is allowed to cool to ambient temperature. The reaction mixture is then poured into CHCl3 /H2O and separated. The aqueous layer is extracted with CHCl3 (for a total of 3×50 ml.). The organic layers are combined and washed with H2O (2×50 ml.). The aqueous layers are combined and back extracted with CHCl3 (1×50 ml.). All organic layers are combined, dried, filtered and concentrated in vacuo to yield the product which is recrystallized from absolute EtOH, filtered and washed with cold absolute EtOH and air-dried. The product is 1-(2'-methylphenyl)-4-methylamino-1,2-dihydro-1,3,5-triazin-2-one, melting point 191.5°-192.5° C.

1. additionTo a magnetically stirred suspension of 9.72 g
2. additionAfter the mixture is further diluted with 25 ml
3. dissolutionis dissolved
4. temperatureThe solution is refluxed for 2 hours
5. customseparated
6. extractionThe aqueous layer is extracted with CHCl3 (for a total of 3×50 ml
7. washwashed with H2O (2×50 ml.)
8. extractionback extracted with CHCl3 (1×50 ml.)
9. customdried
10. filtrationfiltered
11. concentrationconcentrated in vacuo
12. customto yield the product which
13. customis recrystallized from absolute EtOH
14. filtrationfiltered
15. washwashed with cold absolute EtOH
16. customair-dried