Piperidine → (Z)-3-(2-aminoethyl)-5-(2-ethoxybenzylidene)thiazolidine-2,4-dione

HRID 517614

Reaction equation

HRID 517614 reaction equation
[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=O)[CH3:2].C([NH:31][CH2:32][CH2:33][N:34]1[C:38](=[O:39])[CH2:37][S:36][C:35]1=[O:40])(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.N1CCCCC1.NCCN1C(=O)/C(=C/C2C=CC=CC=2)/SC1=O>>[NH2:31][CH2:32][CH2:33][N:34]1[C:38](=[O:39])/[C:37](=[CH:6]/[C:5]2[CH:8]=[CH:9][CH:10]=[CH:11][C:4]=2[O:3][CH2:1][CH3:2])/[S:36][C:35]1=[O:40]

Participants

5

Reactant 4

HCID 8082PiperidineHCID 11950Benzaldehyde, 2-ethoxy-HCID 15512443-(2-Aminoethyl)-5-(phenylmethylidene)-1,3-thiazolidine-2,4-dioneHCID 716971683-(2-(Tritylamino)ethyl)thiazolidine-2,4-dione

Product 1

HCID 43328130(Z)-3-(2-aminoethyl)-5-(2-ethoxybenzylidene)thiazolidine-2,4-dione

Procedure

The title compound 30c was prepared from 2-ethoxybenzaldehyde (87 μL, 0.62 mmol) and compound 29 (250 mg, 0.62 mmol) and piperidine (7.0 μL, 0.062 mmol) in a manner similar to that described for 30a in 35.4% (64 mg) yield as a white solid.

Workup

  1. customyield as a white solid

Sources & evidence

ORD record
ord-8cc1571c81784d3ba537c17bcb18ef89
Source dataset
uspto-grants-2015_08
Patent number
US09115122B2

Linked notes

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