HCID 3645909, compound → HCID 178435023, compound
Reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[C:10]([CH3:11])=[C:9]([CH3:12])[S:8][C:6]=2[N:7]=1.[BH4-].[Na+]>C(O)C.C(Cl)(Cl)Cl>[Cl:1][C:2]1[NH:3][CH2:4][C:5]2[C:10]([CH3:11])=[C:9]([CH3:12])[S:8][C:6]=2[N:7]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 4.66 g of 2,4-dichloro-5,6-dimethylthieno[2,3-d]pyrimidine in 150 ml of ethanol-chloroform (1:1 by volume) was slowly added 2.32 g of sodium borohydride with stirring. The mixture was stirred at room temperature for 6 hours and the solvent removed in vacuo. To the solid residue was added 50 ml of water and the insoluble material was filtered, washed with water, dried, and recrystallized from benzene to give 2.05 g of 2-chloro-5,6-dimethyl-3,4-dihydrothieno[2,3-d]pyrimidine, mp 170°-172° C.
Workup
- stirringThe mixture was stirred at room temperature for 6 hours
- customthe solvent removed in vacuo
- additionTo the solid residue was added 50 ml of water
- filtrationthe insoluble material was filtered
- washwashed with water
- customdried
- customrecrystallized from benzene
Sources & evidence
- ORD record
- ord-4e42bcc474f14d85ae1c31f9f5806486
- Source dataset
- uspto-grants-1981_08
- Patent number
- US04284773
Reaction notes
Loading…