N,N-Diethylethylenediamine → N-diethylaminoethyl-2-amino-3-methyl-5-bromobenzamide

HRID 623279Notes

Reaction equation

HRID 623279 reaction equation
CO[C:3](=[O:13])[C:4]1[CH:9]=[C:8]([Br:10])[CH:7]=[C:6]([CH3:11])[C:5]=1[NH2:12].[CH2:14]([N:16]([CH2:20][CH3:21])[CH2:17][CH2:18][NH2:19])[CH3:15]>C(O)C>[CH2:14]([N:16]([CH2:17][CH2:18][NH:19][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([Br:10])[CH:7]=[C:6]([CH3:11])[C:5]=1[NH2:12])[CH2:20][CH3:21])[CH3:15]

Participants

4

Reactant 2

HCID 60993N,N-DiethylethylenediamineHCID 2763413Methyl 2-amino-5-bromo-3-methylbenzoate

Product 1

HCID 118496629N-diethylaminoethyl-2-amino-3-methyl-5-bromobenzamideYield 84.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
78 °C

Procedure

To a 100 mL round-bottom flask, 0.1 mol of 2-amino-3-methyl 5-bromobenzoic acid methyl ester having the structural formula of VIII-2, 100 mL of ethanol, 0.3 mol of N,N-diethyl ethylenediamine were added, heated to 78° C. and reacted for 4 hours, after treatment 27.5 grams of N-diethylaminoethyl-2-amino-3-methyl-5-bromobenzamide having a structural formula of III-2 was obtained, and the yield was 84.2%;

Workup

  1. customreacted for 4 hours

Sources & evidence

ORD record
ord-e4ad890d40d44f70a28960b2754401a0
Source dataset
uspto-grants-2016_04
Patent number
US09301529B2

Reaction notes

Loading…