Water → 2-Chloro-4-ethoxy-thieno[3,4-d]pyrimidine
Reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[C:6](=[CH:8][S:9][CH:10]=2)[N:7]=1.[CH3:12][CH2:13][O-:14].[Na+].O>C(O)C>[Cl:1][C:2]1[N:3]=[C:4]([O:14][CH2:13][CH3:12])[C:5]2[C:6](=[CH:8][S:9][CH:10]=2)[N:7]=1Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
6.15 g (0.03 mole) of 2,4-dichloro-thieno[3,4-d]pyrimidine are suspended in 250 ml. of absolute alcohol at 0°C. Whilst agitating constantly a solution of 0.03 mole sodium ethylate in ethyl alcohol is added drop by drop. The speed of addition is regulated in such a manner that the temperature of the reaction medium is maintained at between 0° and 5°C. One obtains a clear solution in which a precipitate is gradually formed. When the addition is completed, the agitation is continued for a further 2 hours at ordinary temperature. The reaction mixture is then poured into 2 liters of iced water and the precipitate formed is filtered off, washed with water and then dried in vacuo. After recrystallization from toluene, 5.2 g of 2-chloro-4-ethoxythieno[3,4-d]pyrimidine are obtained (81% of theory). M.P. 136°-140°C.
Workup
- customat 0°C
- additionis added drop by drop
- additionThe speed of addition
- temperatureis maintained at between 0° and 5°C
- customOne obtains a clear solution in which a precipitate
- customis gradually formed
- additionWhen the addition
- customthe precipitate formed
- filtrationis filtered off
- washwashed with water
- customdried in vacuo
- customAfter recrystallization from toluene, 5.2 g of 2-chloro-4-ethoxythieno[3,4-d]pyrimidine
- customare obtained (81% of theory)
Sources & evidence
- ORD record
- ord-79732d474edc47318f99d5d918641500
- Source dataset
- uspto-grants-1976_01
- Patent number
- US03931204
Reaction notes
Loading…