4-(Aminosulfonyl)-5-chlorophthalimide → Phthalimide

HRID 2164542Notes

Reaction equation

HRID 2164542 reaction equation
Cl[C:2]1[CH:10]=[C:9]2[C:5]([C:6](=[O:19])[N:7](CC3C=NC=CC=3)[C:8]2=[O:11])=[CH:4][C:3]=1S(N)(=O)=O.ClC1C=C2C(=O)NC(=O)C2=CC=1S(=O)(=O)N.NCC1C=NC=CC=1>>[O:19]=[C:6]1[C:5]2[C:9](=[CH:10][CH:2]=[CH:3][CH:4]=2)[C:8](=[O:11])[NH:7]1

Participants

4

Reactant 3

HCID 197334-(Aminosulfonyl)-5-chlorophthalimideHCID 310183-PyridinemethanamineHCID 13473184HCID 13473184, compound

Product 1

HCID 6809PhthalimideYield 73%

Procedure

6-Chloro-2,3-dihydro-1,3-dioxo-2-(3-pyridinylmethyl)-1H-isoindole-5-sulfonamide. Reaction of a mixture of 4-chloro-5-sulfamoylphthalimide and 3-(aminomethyl)pyridine according to the procedure of Example 1(a) afforded a 73% yield of the 1,3-dioxoisoindole intermediate. Crystallization of this material from dimethylformamide-methanol provided analytically pure 6-chloro-2,3-dihydro-1,3-dioxo-2-(3-pyridinylmethyl)-1H-isoindole-5-sulfonamide, m.p. 210°-212°.

Sources & evidence

ORD record
ord-d6881510d7614c218ff40627ed620436
Source dataset
uspto-grants-1985_03
Patent number
US04505911

Reaction notes

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