Ethylamine → 2-Chloro-N-ethyl-5-hydroxybenzamide

Reaction equation

[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][C:3]=1[C:4]([OH:6])=O.[CH2:12]([NH2:14])[CH3:13]>>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][C:3]=1[C:4]([NH:14][CH2:12][CH3:13])=[O:6]

Participants

Reactant 2

HCID 6341Ethylamine

HCID 4582102-Chloro-5-hydroxybenzoic acid

Product 1

HCID 589074862-Chloro-N-ethyl-5-hydroxybenzamide

Procedure

The title compound was prepared from 2-chloro-5-hydroxybenzoic acid and ethylamine, using a method similar to that used for preparation 52, as a colourless solid. 1HNMR (400 MHz, CDCl3) δ: 1.22 (3H, t), 3.42–3.49 (2H, m), 6.48–6.52 (1H, m), 6.80 (1H, dd), 7.13 (1H, d), 7.38 (1H, d); LRMS ESI m/z 200 [M+H]+

Workup

customthat used for preparation 52, as a colourless solid

Sources & evidence

ORD record: ord-1887cb4f412d407db3003ab77cc1f53a
Source dataset: uspto-grants-2007_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07241810B2

Reaction notes

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