Formamide → 4-Chloro-phthalimide

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=O)[O:8][C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1.C([NH2:15])=O>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[O:8])[NH:15][C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1

Participants

Reactant 2

HCID 713Formamide

HCID 670444-Chlorophthalic anhydride

Product 1

HCID 2312394-Chloro-phthalimide

Conditions

Temperature: 150 °C

Procedure

The suspension of 4-chlorophthalic anhydride (3 g) in formamide (15 ml) was heated with stirring to 150° C. for 1 h. The resulting yellowish solution was cooled to rt and the product was fractionally precipitated by addition of water to yield 4-chlorophthalimide (1.91 g) as colourless crystals.

Workup

temperaturewas heated
temperatureThe resulting yellowish solution was cooled to rt
customthe product was fractionally precipitated by addition of water

Sources & evidence

ORD record: ord-a4d8cdbd42d94e47b4b7adb10aff1b6f
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08912186B2

Reaction notes

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