P-Phenylenediamine → 2-Naphthylamine
Reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1O.C1C([NH2:18])=CC=C(N)C=1>>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[NH2:18]Participants
3
Reactant 2
Product 1
Procedure
In a prior art process, 3 mols of β-naphthol and 1 mol of p-phenylenediamine were heated together at 343° C. for 1.5 hours. 1259 ppm of undesirable β-naphthylamine was formed. It is difficult to remove this much material from the desired reaction product. When the reaction was conducted at 304° C. for 4 hours, 715 ppm of β-naphthylamine were formed. The yield for this 4 hour reaction was 94.3%. When this reaction was conducted for 4 hours at 232° C. the yield was only 68.9%.
Sources & evidence
- ORD record
- ord-ad8dfa56b1e34d0b8d442b2a62d4107c
- Source dataset
- uspto-grants-1977_11
- Patent number
- US04060552
Reaction notes
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