Benzylamine → N-Benzyl-3,4-diacetoxy-5-nitrobenzamide

HRID 1195960Notes

Reaction equation

HRID 1195960 reaction equation
[C:1]([O:4][C:5]1[CH:6]=[C:7]([CH:11]=[C:12]([N+:18]([O-:20])=[O:19])[C:13]=1[O:14][C:15](=[O:17])[CH3:16])[C:8]([OH:10])=O)(=[O:3])[CH3:2].[CH2:21]([NH2:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.N1C(C)=CC=CC=1C>ClCCl>[CH2:21]([NH:28][C:8](=[O:10])[C:7]1[CH:11]=[C:12]([N+:18]([O-:20])=[O:19])[C:13]([O:14][C:15](=[O:17])[CH3:16])=[C:5]([O:4][C:1](=[O:3])[CH3:2])[CH:6]=1)[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 79372,6-LutidineHCID 154807403,4-Diacetoxy-5-nitrobenzoic acid

Product 1

HCID 19389240N-Benzyl-3,4-diacetoxy-5-nitrobenzamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

0.75 g of 3,4-diacetoxy-5-nitrobenzoic acid was converted to the corresponding acid chloride as described in Example 43. It was dissolved in 5 ml of dichloromethane and added to a solution containing 0.27 ml of benzylamine and 0.5 ml of 2,6-lutidine in 7 ml of dichloromethane. Yield 0.95 g (96%), a viscous oil.

Workup

  1. additionadded to a solution

Sources & evidence

ORD record
ord-16eb610541ab4098a555406227938881
Source dataset
uspto-grants-1992_05
Patent number
US05112861

Reaction notes

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