1-Pentanol → Phthalimide

HRID 2164549Notes

Reaction equation

HRID 2164549 reaction equation
Cl[C:2]1[CH:3]=[C:4]2[C:9](=[O:10])[NH:8][C:6](=[O:7])[C:5]2=[CH:11][C:12]=1S(=O)(=O)N.C(O)CCCC>>[O:7]=[C:6]1[C:5]2[C:4](=[CH:3][CH:2]=[CH:12][CH:11]=2)[C:9](=[O:10])[NH:8]1

Participants

3

Reactant 2

HCID 62761-PentanolHCID 197334-(Aminosulfonyl)-5-chlorophthalimide

Product 1

HCID 6809PhthalimideYield 57%

Procedure

6-Chloro-2,3-dihydro-1,3-dioxo-2-[2-[N-methyl-N-(phenylmethyl)]ethyl]-1H-isoindole-5-sulfonamide. Reaction of 4-chloro-5-sulfamoylphthalimide (9.5 g., 0.0365 mole) and 2-[N-methyl-N-(phenylmethyl)]ethylamine (6.0 g., 0.0365 mole) in 200 ml. of amyl alcohol at reflux temperature for a 24 hr. period under nitrogen according to the procedure of Example 1(a) afforded a 57% yield of the 1,3-dioxoisoindole intermediate, m.p. 182°-187° C.

Sources & evidence

ORD record
ord-f497430c64b643be9ab9cda6d5ba1352
Source dataset
uspto-grants-1985_03
Patent number
US04505911

Reaction notes

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