Hydrochloric Acid → Hydrochloric Acid
Reaction equation
[NH2:1][C:2]1[NH:3][C:4](=[O:20])[C:5]([N+:17]([O-])=O)=[C:6]([CH:8]([CH2:11][C:12]2[CH:16]=[CH:15][S:14][CH:13]=2)[C:9]#[N:10])[N:7]=1.S(S([O-])=O)([O-])=O.[Na+].[Na+].[ClH:29].[OH-].[NH4+]>[OH-].[Na+]>[NH2:1][C:2]1[NH:3][C:4](=[O:20])[C:5]2[NH:17][C:9]([NH2:10])=[C:8]([CH2:11][C:12]3[CH:16]=[CH:15][S:14][CH:13]=3)[C:6]=2[N:7]=1.[ClH:29]Participants
Reactant 4
Product 2
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 90 °C
Procedure
To a solution of 2-Amino-1,6-dihydro-5-nitro-6-oxo-α-(3-thienylmethyl)-4-pyrimidineacetonitrile prepared above (5.0 g) in 1N NaOH (300 mL) is added sodium dithionite (20 g). The reaction mixture is heated for 30 min at 90° C. and then is acidified (pH 1) with conc HCl while still hot. The reaction mixture is cooled and neutralized with ammonium hydroxide. The resulting precipitate is collected by filtration, washed with cold water and dried under vacuum. The crude product is added to 100 mL conc HCl in small portions with stirring and the hydrochloride salt is collected by filtration. The product is recrystallized from 1NHCl to give 2,6-Diamino-3,5-dihydro-7-(3-thienylmethyl)-4H-pyrrolo [3,2-d]pyrimidin-4-one as the monohydro-chloride salt (2.35 g), mp>185° C. (dec). ##STR20##
Workup
- temperatureThe reaction mixture is cooled
- filtrationThe resulting precipitate is collected by filtration
- washwashed with cold water
- customdried under vacuum
- additionThe crude product is added to 100 mL conc HCl in small portions
- filtrationthe hydrochloride salt is collected by filtration
- customThe product is recrystallized from 1NHCl
Sources & evidence
- ORD record
- ord-cffe137406324b48bb9c10b324550632
- Source dataset
- uspto-grants-1991_10
- Patent number
- US05061707
Reaction notes
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