5-Amino-2-methylphenol → Indoaniline

HRID 653020

Reaction equation

HRID 653020 reaction equation
N[C:2]1[CH:3]=[C:4]([OH:9])[C:5](C)=[CH:6][CH:7]=1.CO[C:12]1[C:13](=[NH:21])[CH:14]=[C:15](OC)[C:16](=[NH:18])[CH:17]=1>O.N>[CH:2]1[C:7](=[N:18][C:16]2[CH:17]=[CH:12][C:13]([NH2:21])=[CH:14][CH:15]=2)[CH:6]=[CH:5][C:4](=[O:9])[CH:3]=1

Participants

5

Reactant 2

HCID 178185-Amino-2-methylphenolHCID 53963286HCID 53963286, compound

Product 1

HCID 24748760IndoanilineYield 3.2%

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 962WaterSolvent2×

Procedure

0.02 mole (0.246 g) 3-amino-6-methyl phenol is dissolved in 30 cc water to which 5 cc ammonia 22° Be were added. To this solution there is added 0.02 mole (0.332 g) 2,5-dimethoxy benzoquinone diimine from the first stage in solution in 60 cc water. The mixture is agitated for 20 minutes. Thereafter the reaction mixture is filtered off, yielding 0.125 g of said indoaniline which exhibits a melting point of 104°.

Workup

  1. additionwere added
  2. filtrationThereafter the reaction mixture is filtered off

Sources & evidence

ORD record
ord-10fb56145be74612acdb95b2510182ed
Source dataset
uspto-grants-1987_06
Patent number
US04675130

Linked notes

Loading…