Dimethylamine → 3-Hydroxy-N,N,2-trimethylbenzamide

HRID 570809

Reaction equation

HRID 570809 reaction equation
[OH:1][C:2]1[C:3]([CH3:11])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](O)=[O:6].[CH3:12][NH:13][CH3:14]>>[OH:1][C:2]1[C:3]([CH3:11])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([N:13]([CH3:14])[CH3:12])=[O:6]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 2520233-Hydroxy-2-methylbenzoic Acid

Product 1

HCID 577538383-Hydroxy-N,N,2-trimethylbenzamideYield 42%

Procedure

The title compound was prepared from 3-hydroxy-2-methylbenzoic acid and dimethylamine, using the same method as that described for preparation 75, as a solid in 42% yield. 1H NMR (400 MHz, CDCl3) δ: 1.95 (s, 3H), 2.70 (s, 3H), 2.95 (s, 3H), 6.55 (d, 1H), 6.80 (d, 1H), 7.00 (m, 1H), 9.50 (s, 1H); LRMS APCI m/z 180 [M+H]+

Workup

  1. customthat described for preparation 75, as a solid in 42% yield

Sources & evidence

ORD record
ord-21988550690c4b0f8bb5cefb1ccba954
Source dataset
uspto-grants-2015_05
Patent number
US09023872B2

Linked notes

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