3-Ethylaniline → HCID 21193564, compound

HRID 1067720Notes

Reaction equation

HRID 1067720 reaction equation
[C:1]1([C:7]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:8]2[CH:12]=[C:11]([CH2:13][CH2:14][CH:15]=O)[N:10]=[CH:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:29]([C:31]1[CH:32]=[C:33]([CH:35]=[CH:36][CH:37]=1)[NH2:34])[CH3:30]>C1(C)C=CC=CC=1>[C:1]1([C:7]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:8]2[CH:12]=[C:11]([CH2:13][CH2:14][CH2:15][NH:34][C:33]3[CH:35]=[CH:36][CH:37]=[C:31]([CH2:29][CH3:30])[CH:32]=3)[N:10]=[CH:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 114753-EthylanilineHCID 114514283-(1-Tritylimidazol-4-YL) propionaldehyde

Product 1

HCID 21193564HCID 21193564, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

0.4 g (1.10 mmol) of 3-(1-triphenylmethyl-4-imidazolyl)propionaldehyde is treated with 0.13 g (1.10 mmol) of 3-ethylaniline in anhydrous toluene, and then reduced as described for Example 154 to yield 1-triphenylmethyl-4-[3-(3-ethylphenylamino)propyl]-imidazole in the form of a colourless oil. The latter is deprotected with HCl in tetrahydrofuran, and the oil obtained is converted to oxalate as described for Example 154, to yield the product, m.p. 189-191° C. after recrystallization in a mixture of 2-propanol and diethyl ether.

Sources & evidence

ORD record
ord-ff2bf334d1a24008bd5507e26e508450
Source dataset
uspto-grants-2001_06
Patent number
US06248765B1

Reaction notes

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