4-Methoxyphenol → HCID 67741652, compound

HRID 1886134Notes

Reaction equation

HRID 1886134 reaction equation
CO[C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.[N+]([C:13]1[CH:14]=[C:15]([C:21]#[N:22])[C:16](=[CH:19][CH:20]=1)[C:17]#[N:18])([O-])=O.[C:23](=O)([O-])[O-:24].[K+].[K+]>CN(C)C=O>[CH3:23][O:24][C:13]1[C:14]([O:9][C:6]2[CH:7]=[CH:8][CH:3]=[CH:4][CH:5]=2)=[C:15]([C:21]#[N:22])[C:16](=[CH:19][CH:20]=1)[C:17]#[N:18]

Participants

5

Conditions

Temperature
70 °C

Procedure

A mixture was prepared by adding 136.4 grams (1.1 moles) of p-methoxyphenol, 173 grams (1 mole) of 4-nitrophthalonitrile, and 207 grams of potassium carbonate in 1667 ml of dimethylformamide. The mixture was heated to 70° C. and mechanically stirred. Samples were taken of this reaction mixture periodically and analyzed by GLC. After five hours, the reaction was complete. The p-methoxyphenoxyphthalonitrile was isolated by quenching the crude reaction mixture in ice water. The product was further purified by washing the crude precipitate with dilute sodium carbonate and then water. Finally the p-methoxyphenoxyphthalonitrile was vacuum dried at 60° C.

Workup

  1. customA mixture was prepared

Sources & evidence

ORD record
ord-66f15ff738004f3995a218750bd34c7d
Source dataset
uspto-grants-1992_09
Patent number
US05149800

Reaction notes

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