Toluene → HCID 22847666, compound

HRID 6478

Reaction equation

HRID 6478 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])[C:7]([CH:10]=O)=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4].[CH3:20][O:21][C:22](=[O:31])[C@H:23]([CH2:25][C:26]1[S:27][CH:28]=[CH:29][CH:30]=1)[NH2:24].C1(C)C=CC=CC=1>O>[CH3:20][O:21][C:22](=[O:31])[C@H:23]([CH2:25][C:26]1[S:27][CH:28]=[CH:29][CH:30]=1)[N:24]=[CH:10][C:7]1[N:6]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:19])[C:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[N:9][CH:8]=1

Participants

5

Reactant 3

HCID 1140TolueneHCID 101075301H-Imidazole-5-carboxaldehyde, 2-butyl-1-[(2-chlorophenyl)methyl]-HCID 10899351(S)-Methyl 2-amino-3-(thiophen-2-yl)propanoate

Product 1

HCID 22847666HCID 22847666, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2-n-butyl-1-[(2-chlorophenyl)methyl]-1H-imidazol-5-carboxaldehyde (0.6 g, 2.12 mmol), β-(2-thienyl)alanine methyl ester (0.4 g, 2.16 mmol) and toluene (25 ml) was refluxed under argon with a Dean-Stark water separator for 8 hours. The solvent was evaporated to an orange-red oil (1.1 g) of the title imine whose NMR was consistent with the structure.

Workup

  1. customThe solvent was evaporated to an orange-red oil (1.1 g) of the title imine whose NMR

Sources & evidence

ORD record
ord-7b25920dfe6144a1a723eec9437b7937
Source dataset
uspto-grants-1993_09
Patent number
US05248689

Linked notes

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