Ammonium Carbonate → 3-(1,2,3,4-Tetrahydronaphthalen-1-YL)-3H-imidazole-4-carboxylic acid methyl ester

HRID 5767

Reaction equation

C(=O)([O-])[O-].[NH4+:5].[NH4+].[CH3:7][O:8][C:9](=[O:26])[CH:10]([CH:24]=O)[N:11]([CH:22]=O)[CH:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:15][CH2:14][CH2:13]1>C1(C)C(C)=CC=CC=1>[CH3:7][O:8][C:9]([C:10]1[N:11]([CH:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH2:15][CH2:14][CH2:13]2)[CH:22]=[N:5][CH:24]=1)=[O:26]

Participants

Conditions

Temperature: 70 °C

Procedure

33.0 g of ammonium carbonate are added at room temperature to a solution of 15.5 g of N,α-bis-formyl-N-(1,2,3,4-tetrahydronaphthalen-1-yl)glycine methyl ester in 300 ml of xylene. The mixture is heated to 70° C. for 1 hour then the temperature is raised to 120° C. for 3 hours. After concentration the 1-(1,2,3,4-tetrahydronaphthalen-1-yl)-5-imidazolecarboxylic acid methyl ester precipitates from the solution, having a melting point of 63° C.

Workup

temperaturethe temperature is raised to 120° C. for 3 hours
concentrationAfter concentration the 1-(1,2,3,4-tetrahydronaphthalen-1-yl)-5-imidazolecarboxylic acid methyl ester
customprecipitates from the solution

Sources & evidence

ORD record: ord-7700c29acc3b4bd1902fd09ff1183544
Source dataset: uspto-grants-1993_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05246915

Linked notes

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