Potassium Carbonate → 4-Amino-1-(3,4,5-trimethoxybenzyl)-5-imidazole carboxamide

HRID 382385Notes

Reaction equation

C(=[N:8][C:9]1[N:10]=[CH:11][NH:12][C:13]=1[C:14]([NH2:16])=[O:15])C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+].[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH:30]=[C:31]([O:35][CH3:36])[C:32]=1[O:33][CH3:34])[CH2:28]Cl>>[NH2:8][C:9]1[N:10]=[CH:11][N:12]([CH2:28][C:27]2[CH:26]=[C:25]([O:24][CH3:23])[C:32]([O:33][CH3:34])=[C:31]([O:35][CH3:36])[CH:30]=2)[C:13]=1[C:14]([NH2:16])=[O:15]

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 774485-(Chloromethyl)-1,2,3-trimethoxybenzene

HCID 539704464-Benzylideneamino-5-imidazolecarboxamide

Product 1

HCID 183603324-Amino-1-(3,4,5-trimethoxybenzyl)-5-imidazole carboxamideYield 73%

Procedure

1.65 g (7.7 mmol) of 4-benzylideneamino-5-imidazole carboxamide, 4.26 g (30.8 mmol) of potassium carbonate, and 3.84 g (23 mmol) of 3,4,5-trimethoxybenzyl chloride were reacted in the same manner as in Reference Example 2 to obtain 1.7 g of 4-amino-1-(3,4,5-trimethoxybenzyl)-5-imidazole carboxamide (yield 73%).

Sources & evidence

ORD record: ord-9257c191563c4265ae7706703b1553b6
Source dataset: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06310070B1

Reaction notes

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