Hydrochloric Acid → 6-Methoxy-2,3-pyridinediamine HCl
Reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[C:4]([O:11][CH3:12])[N:3]=1.[ClH:13]>>[ClH:13].[ClH:13].[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[C:4]([O:11][CH3:12])[N:3]=1Participants
3
Conditions
- Temperature
- 15 °C
Procedure
To the concentrated hydrochloric acid (250 ml), 25.0 gm of 2-amino-6-methoxy-3-nitropyridine (0.147 mole) was added at room temperature. The resulting solution was cooled to 15° C. and 66.7 gm of stannous chloride dihydrate (0.294 mole) was added slowly. The reaction mass was heated to 35°–40° C. and mixed for 5–6 hrs with constant stirring. The reaction was monitored by TLC. After the reaction was over, the reaction mixture was cooled to 20° C. and stirred for one hour. The resulting mixture was filtered and dried to give 27.0 gm of 2,3-diamino-6-methoxypyridine dihydrochloride (yield=86.4%); Melting point 211 to 213° C.; HPLC purity was 99.0%.
Workup
- temperatureThe reaction mass was heated to 35°–40° C.
- additionmixed for 5–6 hrs with constant stirring
- temperaturewas cooled to 20° C.
- filtrationThe resulting mixture was filtered
- customdried
Sources & evidence
- ORD record
- ord-54ff4cb05a704e3da77af22fc247ceb4
- Source dataset
- uspto-grants-2007_08
- Patent number
- US07256295B2
Reaction notes
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