Benzoic Acid → Phthalide

HRID 1448758Notes

Reaction equation

HRID 1448758 reaction equation
[C:1]([OH:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:10](NC1C=CC(NC2C=CC=CC=2)=CC=1)(=O)C>>[C:1]1([C:2]2[C:7](=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:10][O:9]1)=[O:8]

Participants

3

Reactant 2

HCID 243Benzoic AcidHCID 78963538674-90-7

Product 1

HCID 6885Phthalide

Procedure

Following procedure similar to that described in Example 4 but employing 5.1 g of 2-[4-(diethylamino)-2-ethoxy)-benzoyl]benzoic acid and 3.4 g of 4-acetamido-N-phenylaniline there was obtained 4.8 g of 3-[4-(diethylamino)-2-ethoxyphenyl]-3-](4-acetamidophenyl)phenylamino]phthalide, m.p. 126°-131° C. A toluene solution of the product contacted with acidic clay or phenolic resin developed and orange-colored image.

Sources & evidence

ORD record
ord-67cd12b862254629b06495bf7bbe67ae
Source dataset
uspto-grants-1980_02
Patent number
US04187223

Reaction notes

Loading…