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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2294289Generated: November 1, 2026

1-Amino-3-[methyl(phenyl)amino]propan-2-ol → 5-[4-{2-[3-(N-Methyl-N-phenylamino)-2-hydroxypropylamino]propoxy}benzyl]thiazolidine-2,4-dione

https://huagongshe.com/reaction/2294289

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Amino-3-[methyl(phenyl)amino]propan-2-olHCID 272579—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant5-[4-(2-Oxopropoxy)benzyl]thiazolidine-2,4-dioneHCID 21832150—
SolventMethanolHCID 887—
Product5-[4-{2-[3-(N-Methyl-N-phenylamino)-2-hydroxypropylamino]propoxy}benzyl]thiazolidine-2,4-dioneHCID 2147470854.7%

Reaction Steps

A procedure similar to that described in Example 2 was repeated, except that 1.55 g of 3-(N-methyl-N-phenylamino)-2-hydroxypropylamine (prepared as described in Preparation 90), 1.6 g of 5-[4-(2-oxopropoxy)benzyl]-thiazolidine-2,4-dione, 0.4 g of sodium cyanoborohydride and 50 ml of anhydrous methanol were used, to give 1.39 g of the title compound, melting at 115° C. to 125° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05688823
Source datasetuspto-grants-1997_11
ORD IDord-a0cb3737e26d4ea5b6ab85cb89c6d14f
Source noteuspto-grants-1997_11