Isobutylamine → 2-(3-chlorophenoxy)N-isobutylnicotinamide

HRID 1413653Notes

Reaction equation

HRID 1413653 reaction equation
[CH2:1]([NH2:5])[CH:2]([CH3:4])[CH3:3].[Cl:6][C:7]1[CH:8]=[C:9]([CH:20]=[CH:21][CH:22]=1)[O:10][C:11]1[N:19]=[CH:18][CH:17]=[CH:16][C:12]=1[C:13](Cl)=[O:14]>C1(C)C=CC=CC=1>[Cl:6][C:7]1[CH:8]=[C:9]([CH:20]=[CH:21][CH:22]=1)[O:10][C:11]1[N:19]=[CH:18][CH:17]=[CH:16][C:12]=1[C:13]([NH:5][CH2:1][CH:2]([CH3:4])[CH3:3])=[O:14]

Participants

4

Reactant 2

HCID 6558IsobutylamineHCID 226121122-(3-Chlorophenoxy)nicotinoyl chloride

Product 1

HCID 202902692-(3-chlorophenoxy)N-isobutylnicotinamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

In the same manner as in Example 1(c) 1.4 grams (0.02 mole) isobutylamine and 2.7 grams (0.01 mole) of the acyl chloride produced in step (b) were combined in 50 milliliters toluene to yield 2.8 grams (92.1% of theoretical yield) of the desired product, m.p. 86°-87° C. The structure was confirmed by mass spectrometry.

Workup

  1. customto yield

Sources & evidence

ORD record
ord-5ca4ef4a074943e2a50da4c8c1a9315b
Source dataset
uspto-grants-1981_02
Patent number
US04251263

Reaction notes

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