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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908673Generated: October 30, 2026

Sodium Iodide → 5.5'-[[(4-Methoxybenzyl)imino]bis(propane-3,1-diylimino)]bis(2-methyl-1,3-benzothiazole-4,7-dione)

https://huagongshe.com/reaction/908673

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-[(3-Bromopropyl)amino]-2-methyl-1,3-benzothiazole-4,7-dioneHCID 67393455—
Reactant5-({3-[(4-Methoxybenzyl)amino]propyl}amino)-2-methyl-1,3-benzothiazole-4,7-dioneHCID 67393886—
SolventAcetonitrileHCID 6342—
Product5.5'-[[(4-Methoxybenzyl)imino]bis(propane-3,1-diylimino)]bis(2-methyl-1,3-benzothiazole-4,7-dione)HCID 67392844—

Reaction Conditions

Temperature165 °C

Reaction Steps

22 μl (128 μmol; 2 equivalents) of diisopropylethylamine, 21 mg (64 μmol; 1 equivalent) of 5-[(3-bromopropyl)amino]-2-methyl-1,3-benzothiazole-4,7-dione and a spatula tip's worth of sodium iodide are added to 23.6 mg (64 μmol) of 5-({3-[(4-methoxybenzyl)amino]propyl}amino)-2-methyl-1,3-benzothiazole-4,7-dione dissolved in 5 ml of acetonitrile. The reaction mixture is maintained under stirring under microwaves at 165° C. for 15 minutes, then the solvent is evaporated off under reduced pressure and the reaction residue is taken up in dichloromethane, followed by washing with 3 times 50 ml of water. The organic phases are combined, dried over magnesium sulphate and the solvent is evaporated off under reduced pressure. The expected product is purified by chromatography on a silica column (eluent: dichloromethane/methanol: 93/7) and obtained in the form of a red oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017637B2
Source datasetuspto-grants-2011_09
ORD IDord-c17d9146577c4e928b4f30cb6ecc25a7
Source noteuspto-grants-2011_09