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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2294287Generated: November 1, 2026

1-Amino-2-phenylthio-2-propanol → 5-{4-[2-(3-Phenylthio-2-hydroxypropylamino)propoxy]benzyl}thiazolidine-2,4-dione

https://huagongshe.com/reaction/2294287

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Amino-2-phenylthio-2-propanolHCID 113732—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant5-[4-(2-Oxopropoxy)benzyl]thiazolidine-2,4-dioneHCID 21832150—
SolventMethanolHCID 887—
Product5-{4-[2-(3-Phenylthio-2-hydroxypropylamino)propoxy]benzyl}thiazolidine-2,4-dioneHCID 2147478736.3%

Reaction Steps

A procedure similar to that described in Example 2 was repeated, except that 2.95 g of 3-phenylthio-2-hydroxypropylamine (prepared as described in Preparation 87), 3 g of 5-[4-(2-oxopropoxy)benzyl]thiazolidine-2,4-dione, 1.0 g of sodium cyanoborohydride and 100 ml of anhydrous methanol were used, to give 1.74 g of the title compound, melting at 176° C. to 177° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05688823
Source datasetuspto-grants-1997_11
ORD IDord-db70fcc6f90e43629cdc53b8b2f9681c
Source noteuspto-grants-1997_11