2-Aminothiophenol → alpha-[[(2-Amino-phenyl)-thio]-methyl]-4-methoxy benzeneacetic acid

HRID 973433Notes

Reaction equation

HRID 973433 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[CH2:13])[C:10]([OH:12])=[O:11])=[CH:5][CH:4]=1.[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[SH:21]>C(O)C>[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[S:21][CH2:13][CH:9]([C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=1)[C:10]([OH:12])=[O:11]

Participants

4

Reactant 2

HCID 87132-AminothiophenolHCID 145737872-(4-Methoxyphenyl)prop-2-enoic acid

Product 1

HCID 15052122alpha-[[(2-Amino-phenyl)-thio]-methyl]-4-methoxy benzeneacetic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 125 ml of ethanol, 8.9 g of 4-methoxy-α-methylene benzeneacetic acid and 5.35 ml of 2-amino thiophenol was refluxed for 7 hours. The ethanol was evaporated off and the residue was crystallized from 500 ml of isopropyl ether to obtain 11 g of the desired product melting at 118° C. and used as is for the following step.

Workup

  1. customThe ethanol was evaporated off
  2. customthe residue was crystallized from 500 ml of isopropyl ether

Sources & evidence

ORD record
ord-d095d8bc044340b2b18fbd28e653b24d
Source dataset
uspto-grants-1991_11
Patent number
US05063225

Reaction notes

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