1-Naphthol → N-ALPHA-NAPHTHYL-M-TOLYL-AMINE

HRID 1833950Notes

Reaction equation

HRID 1833950 reaction equation
[C:1]1(O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([CH3:19])[CH:14]=1.P(OC1C=CC=CC=1)(OC1C=CC=CC=1)OC1C=CC=CC=1>>[CH3:19][C:15]1[CH:14]=[C:13]([NH:12][C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][CH:2]=2)[CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 3

HCID 70051-NaphtholHCID 7540Triphenyl phosphiteHCID 7934m-Toluidine

Product 1

HCID 12300741N-ALPHA-NAPHTHYL-M-TOLYL-AMINEYield 94%

Procedure

216 parts of α-naphthol, 214 parts of m-toluidine and 10 parts of triphenyl phosphite are mixed. The reaction is carried out analogously to Example 7. After removing 27 parts of water, the reaction has ended. After distilling off excess m-toluidine, 330 parts of N-m-tolyl-α-naphthylamine, corresponding to a yield of 94% of theory, are obtained at a boiling point of 203° - 206° C/5 mm Hg.

Workup

  1. customAfter removing 27 parts of water
  2. distillationAfter distilling off excess m-toluidine, 330 parts of N-m-tolyl-α-naphthylamine
  3. customcorresponding to a yield of 94% of theory, are obtained at a boiling point of 203° - 206° C/5 mm Hg

Sources & evidence

ORD record
ord-13269643a58340fbb9f47b4a5b7c499a
Source dataset
uspto-grants-1978_01
Patent number
US04067903

Reaction notes

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