2-[(2,5-Dichlorophenoxy)methyl]oxirane → 1-(2,5-Dichlorophenoxy)-3-[2-(2,6-dimethylphenylamino)-ethylamino]-propan-2-ol

HRID 365186Notes

Reaction equation

HRID 365186 reaction equation
[CH2:1]([O:5][C:6]1[CH:11]=[C:10]([Cl:12])[CH:9]=[CH:8][C:7]=1[Cl:13])[CH:2]1[O:4][CH2:3]1.[CH3:14][C:15]1[CH:20]=[CH:19][CH:18]=[C:17]([CH3:21])[C:16]=1[NH:22][CH2:23][CH2:24][NH2:25]>>[Cl:13][C:7]1[CH:8]=[CH:9][C:10]([Cl:12])=[CH:11][C:6]=1[O:5][CH2:1][CH:2]([OH:4])[CH2:3][NH:25][CH2:24][CH2:23][NH:22][C:16]1[C:17]([CH3:21])=[CH:18][CH:19]=[CH:20][C:15]=1[CH3:14]

Participants

3

Reactant 2

HCID 37931642-[(2,5-Dichlorophenoxy)methyl]oxiraneHCID 12666312N-(2,6-dimethylphenyl)-ethylenediamine

Product 1

HCID 202378451-(2,5-Dichlorophenoxy)-3-[2-(2,6-dimethylphenylamino)-ethylamino]-propan-2-ol

Procedure

This compound is obtained, in a manner analogous to that described in Example 17, from 2,5-dichlorophenyl glycidyl ether and N-(2,6-dimethylphenyl)-ethylenediamine, the base obtained crystallizing. The desired product is obtained in a yield of 4.2 g. (55% of theory) in the form of colorless crystals which, after recrystallization from diethyl ether-ligroin, melt at 66°-68° C.

Workup

  1. customThis compound is obtained, in a manner analogous to
  2. customthe base obtained
  3. customcrystallizing

Sources & evidence

ORD record
ord-f0608122952449b2b355ff331a99b681
Source dataset
uspto-grants-1986_08
Patent number
US04608383

Reaction notes

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