Propylene Oxide → N-(beta-hydroxypropyl)-2-chloro-6-methyl-aniline

HRID 894602Notes

Reaction equation

[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:3]=1[NH2:4].[O:10]1[CH:12]([CH3:13])[CH2:11]1>>[OH:10][CH:12]([CH3:13])[CH2:11][NH:4][C:3]1[C:5]([CH3:9])=[CH:6][CH:7]=[CH:8][C:2]=1[Cl:1]

Participants

Reactant 2

HCID 6378Propylene Oxide

HCID 68972-Chloro-6-methylaniline

Product 1

HCID 13674766N-(beta-hydroxypropyl)-2-chloro-6-methyl-anilineYield 30.1%

Procedure

2-Chloro-6-methyl-aniline is reacted with 1,2-epoxypropane as described in Example 3, Method (b), point (a) to obtain N-(β-hydroxypropyl)-2-chloro-6-methyl-aniline with a yield of 30.1%; b.p.: 118°-122° C./0.2 mm Hg.

Sources & evidence

ORD record: ord-44131ff1ff6b41ed8af356a001c88121
Source dataset: uspto-grants-1981_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04284642

Reaction notes

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