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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2412933Generated: October 31, 2026

4-(Aminosulfonyl)-5-chlorophthalimide → Phthalimide

https://huagongshe.com/reaction/2412933

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Aminosulfonyl)-5-chlorophthalimideHCID 19733—
Reactant1-[(4-Bromophenyl)methyl]piperidin-4-amineHCID 23312456—
Solvent1-PentanolHCID 6276—
ProductPhthalimideHCID 6809—

Reaction Steps

Reaction of a mixture of 4-chloro-5-sulfamoylphthalimide (6.48 g., 0.025 mole) and 4-amino-1-(4-bromobenzyl)piperidine (6.7 g., 0.025 mole) in n-pentanol according to the procedure of Example 1(a) afforded the 1,3-dioxoisoindole product. Purification of the crude product by triturating with n-heptane and crystallization from DMF-methanol afforded 6.9 g. (54%) of 2-[1-[(4-bromophenyl)methyl]-4-piperidinyl]-6-chloro-2,3-dihydro-1,3-dioxo-1H-isoindole-5-sulfonamide, m.p. 246°-247° (dec.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04495194
Source datasetuspto-grants-1985_01
ORD IDord-15eb8271cd874bb29c04b6f3182e6e5a
Source noteuspto-grants-1985_01