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

HRID 1833956Notes

Reaction equation

HRID 1833956 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(OCCCC)(OCCCC)OCCCC>>[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 7623Tributyl phosphiteHCID 7934m-Toluidine

Product 1

HCID 12300741N-ALPHA-NAPHTHYL-M-TOLYL-AMINEYield 88%

Procedure

216 parts of α-naphthol, 214 parts of m-toluidine and 10 parts of tributyl phosphite are mixed. The reaction is carried out using the method described in Example 17. After removing 24 parts of water, the reaction has ended. After distilling off excess m-toluidine 309 parts of N-m-tolyl-α-naphthylamine, corresponding to a yield of 88% of theory, are obtained at a boiling point of 203° - 206° C/5 mm Hg.

Workup

  1. customAfter removing 24 parts of water
  2. distillationAfter distilling off excess m-toluidine 309 parts of N-m-tolyl-α-naphthylamine
  3. customcorresponding to a yield of 88% of theory, are obtained at a boiling point of 203° - 206° C/5 mm Hg

Sources & evidence

ORD record
ord-1fbf8d1e0bf64026a96ad95de3f7236a
Source dataset
uspto-grants-1978_01
Patent number
US04067903

Reaction notes

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