2-Aminobenzonitrile → HCID 55155791, compound

HRID 2272553Notes

Reaction equation

HRID 2272553 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[CH3:10][CH:11]1[CH2:16][C:15](=[O:17])[O:14][C:13](=[O:18])[CH2:12]1>C1COCC1>[C:4]([C:3]1[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=1[NH:1][C:15](=[O:17])[CH2:16][CH:11]([CH3:10])[CH2:12][C:13]([OH:18])=[O:14])#[N:5]

Participants

4

Reactant 2

HCID 729132-AminobenzonitrileHCID 778283-Methylglutaric anhydride

Product 1

HCID 55155791HCID 55155791, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-aminobenzonitrile (1.181 g, 10 mmol) and 4-methyldihydro-2H-pyran-2,6(3H)-dione (1.281 g, 10 mmol) in THF (20 mL) was stirred at 90° C. for 46 hr. The reaction solution was concentrated to give 5-(2-cyanophenylamino)-3-methyl-5-oxopentanoic acid (2.230 g, 9.06 mmol, 91%) as a white powder.

Workup

  1. concentrationThe reaction solution was concentrated

Sources & evidence

ORD record
ord-aa68fa18b57a4d5096a94e9a9940dfa7
Source dataset
uspto-grants-2015_09
Patent number
US09120776B2

Reaction notes

Loading…