Sulfuric Acid → 1,2,3,4-Tetrahydroquinoline-5,6-diamine
Reaction equation
[N:1]1[C:10]2[C:5](=[C:6]([NH2:12])[C:7]([NH2:11])=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)O>CO.[Pt]=O>[NH2:12][C:6]1[C:7]([NH2:11])=[CH:8][CH:9]=[C:10]2[C:5]=1[CH2:4][CH2:3][CH2:2][NH:1]2Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A solution of 5,6-quinolinediamine (12.5 g, 0.065 mol) and sulfuric acid (8 mL) in methanol (250 mL) was treated with platinum oxide (1 g) in a Parr apparatus under hydrogen for 16 hours. An additional 1 g portion of platinum oxide was added and hydrogenation continued for 44 hours additional. Standard work-up gave the 5,6-diaminotetrahydroquinoline.
Sources & evidence
- ORD record
- ord-71bc07ae0cd34c7fa0e0d08e19635dce
- Source dataset
- uspto-grants-2004_03
- Patent number
- US06703391B2
Reaction notes
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