4-Methylbenzaldehyde → HCID 20074076, compound

HRID 704443Notes

Reaction equation

HRID 704443 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][NH:10][CH2:11][CH2:12][NH:13][C:14]([CH:16]2[CH2:20][S:19][CH:18]([C:21]3[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=3)[NH:17]2)=[O:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:27]1([CH3:35])[CH:32]=[CH:31][C:30]([CH:33]=O)=[CH:29][CH:28]=1>C1(C)C=CC=CC=1>[C:1]1([CH2:7][CH2:8][CH2:9][N:10]2[CH2:11][CH2:12][N:13]([C:14]([CH:16]3[CH2:20][S:19][CH:18]([C:21]4[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=4)[NH:17]3)=[O:15])[CH:35]2[C:27]2[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 77254-MethylbenzaldehydeHCID 53679744HCID 53679744, compound

Product 1

HCID 20074076HCID 20074076, compoundYield 5.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 50 mg of N-(3-phenylpropylaminoethyl)-2-(3-pyridyl)thiazolidine-4-carboxamide, 17 mg of p-tolualdehyde, 100 mg of molecular sieve (4A) and 2 ml of toluene was heated in a sealed tube at 120° C. for 8 hours. The reaction mixture was filtered, the filtrate was concentrated under reduced pressure, and the residue was subjected to preparative thin layer chromatography (development with 2% methanol-ethyl acetate being made twice; Rf value=0.15) to give 3.3 mg of 1-(3-phenylpropyl)-3-[2-(3-pyridyl)thiazolidin-4-ylcarbonyl]-2-(4-tolyl)imidazolidine.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-682930f5b0db4cbdbe3ffc18c0f16d23
Source dataset
uspto-grants-1991_01
Patent number
US04987132

Reaction notes

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