Aniline → HCID 5712530, compound

HRID 2407758Notes

Reaction equation

HRID 2407758 reaction equation
[C:1]([O:9][CH3:10])(=[O:8])[C:2]#[C:3][C:4]([O:6][CH3:7])=[O:5].[NH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>CO>[C:12]1([NH:11]/[C:3](=[CH:2]/[C:1]([O:9][CH3:10])=[O:8])/[C:4]([O:6][CH3:7])=[O:5])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 12980Dimethyl acetylenedicarboxylate

Product 1

HCID 5712530HCID 5712530, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of dimethyl but-2-ynedioate (1.452 mL) in methanol (20 mL) was added aniline (0.98 mL) at room temperature. The mixture was stirred at room temperature overnight. The mixture was purified by column chromatography on silica gel (20-50% ethyl acetate in hexane) to obtain the title compound (1.73 g) having the following physical data.

Workup

  1. customThe mixture was purified by column chromatography on silica gel (20-50% ethyl acetate in hexane)

Sources & evidence

ORD record
ord-5aeea91b589a465d8262f1065874a510
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

Loading…