Reaction equation
CN(C)C1C=CC=CC=1.[NH2:10][C:11]1[N:16]=[C:15](O)[C:14]([CH2:18][C:19]2[CH:24]=[C:23]([O:25][CH3:26])[C:22]([NH2:27])=[C:21]([O:28][CH3:29])[CH:20]=2)=[C:13]([NH2:30])[N:12]=1.P(Cl)(Cl)([Cl:33])=O>>[NH2:10][C:11]1[N:12]=[C:13]([NH2:30])[C:14]([CH2:18][C:19]2[CH:24]=[C:23]([O:25][CH3:26])[C:22]([NH2:27])=[C:21]([O:28][CH3:29])[CH:20]=2)=[C:15]([Cl:33])[N:16]=1Participants
Procedure
2.5 G. of dimethylaniline were added dropwise to a suspension of 2.9 g. of 2,6-diamino-5-(4-amino-3,5-dimethoxy-benzyl)-4-pyrimidinol in 15 ml. of phosphorus oxychloride with stirring. The mixture was brought to boil in 1 hour and then boiled under reflux for 4 hours. Thereafter, 8 to 9 ml. of phosphorus oxychloride were removed by distillation under reduced pressure and the residue was poured on to 80 g. of ice with stirring. The mixture was left to stand at room temperature for 6 days and then 35 ml. of concentrated ammonia were added portionwise. After standing for 2 hours, the solid material was removed by filtration under vacuum, dried, recrystallized from dimethylformamide/ether, whereby there was obtained 2,4-diamino-5-(4-amino-3,5-dimethoxy-benzyl)-6-chloro-pyrimidine having a melting point of 222°-224° C.
Workup
- temperatureunder reflux for 4 hours
- customof phosphorus oxychloride were removed by distillation under reduced pressure
- additionthe residue was poured on to 80 g
- waitThe mixture was left
- waitto stand at room temperature for 6 days
- additionof concentrated ammonia were added portionwise
- waitAfter standing for 2 hours
- customthe solid material was removed by filtration under vacuum
- customdried
- customrecrystallized from dimethylformamide/ether
Sources & evidence
- ORD record
- ord-06bec8bc0354453793001f8168999c61
- Source dataset
- uspto-grants-1985_05
- Patent number
- US04515948
Linked notes
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