Dimethylamine → 4-bromo-N,N-dimethylbenzamide

HRID 2390234Notes

Reaction equation

[Br:1][C:2]1[CH:15]=[CH:14][C:5]([C:6]([N:8]2[CH2:13]COC[CH2:9]2)=[O:7])=[CH:4][CH:3]=1.BrC1C=CC(C(Cl)=O)=CC=1.CNC>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([N:8]([CH3:13])[CH3:9])=[O:7])=[CH:14][CH:15]=1

Participants

Reactant 3

HCID 674Dimethylamine

HCID 685154-Bromobenzoyl chloride

HCID 5321484-(4-Bromobenzoyl)morpholine

Product 1

HCID 1403894-bromo-N,N-dimethylbenzamideYield 93%

Procedure

Following the general method as outlined in Intermediate 174, starting from 4-bromobenzoyl chloride and dimethylamine, the title compound was obtained as a pink solid in 93% yield.

Sources & evidence

ORD record: ord-e1cdd21d22774c64bf8d3f403ae93f1a
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08273769B2

Reaction notes

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