2-Propanol, 1-amino-3-[2-(2-propenyloxy)phenoxy]- → 1-(2-Allyloxyphenoxy)-3-[2-(3-carbamoyl-4-hydroxyphenoxy)ethylamino]propan-2-ol

HRID 4533Notes

Reaction equation

HRID 4533 reaction equation
Br[CH2:2][CH2:3][O:4][C:5]1[CH:13]=[C:9]([C:10]([NH2:12])=[O:11])[C:8]([OH:14])=[CH:7][CH:6]=1.[CH2:15]([O:18][C:19]1[CH:30]=[CH:29][CH:28]=[CH:27][C:20]=1[O:21][CH2:22][CH:23]([OH:26])[CH2:24][NH2:25])[CH:16]=[CH2:17]>C(O)(C)C>[CH2:15]([O:18][C:19]1[CH:30]=[CH:29][CH:28]=[CH:27][C:20]=1[O:21][CH2:22][CH:23]([OH:26])[CH2:24][NH:25][CH2:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([OH:14])=[C:9]([C:10](=[O:11])[NH2:12])[CH:13]=1)[CH:16]=[CH2:17]

Participants

4

Reactant 2

HCID 122265882-Propanol, 1-amino-3-[2-(2-propenyloxy)phenoxy]-HCID 137544205-(2-Bromoethoxy)salicylamide

Product 1

HCID 137543671-(2-Allyloxyphenoxy)-3-[2-(3-carbamoyl-4-hydroxyphenoxy)ethylamino]propan-2-ol

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 6.5 g of 5-(2-bromoethoxy)salicylamide and 8.9 g of 1-(2-allyloxyphenoxy)-3-aminopropan-2-ol is melted in an oil bath at 100° and stirred for 1 hour using a magnetic stirrer. The working up is carried out analogously to Example 11 and yields 1-(2-allyloxyphenoxy)-3-[2-(3-carbamoyl-4-hydroxyphenoxy)ethylamino]propan-2-ol having a melting point of 147°-148° (from isopropanol).

Workup

  1. customis melted in an oil bath at 100°

Sources & evidence

ORD record
ord-a1f901233c8e48c982691f27cf0723c8
Source dataset
uspto-grants-1988_02
Patent number
US04727067

Reaction notes

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