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Acetic Acid → Methyl 5-formyl-1H-imidazole-4-carboxylate

HRID 1808346
Notes
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Reaction equation

HRID 1808346 reaction equation
C(O)(=O)C.[CH2:5]([O:7][CH:8]([O:18]CC)[C:9]1[N:10]=[CH:11][NH:12][C:13]=1[C:14](OC)=[O:15])C.C1(C)C=CC=CC=1>O>[CH:14]([C:13]1[N:12]=[CH:11][NH:10][C:9]=1[C:8]([O:7][CH3:5])=[O:18])=[O:15]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 1140TolueneHCID 178471178HCID 178471178, compound

Product 1

HCID 178499152Methyl 5-formyl-1H-imidazole-4-carboxylate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Acetic acid (244 mmol, 34.7 equiv.) was added to a solution of methyl 4-(diethoxy-methyl)-1H-imidazole-5-carboxylate (7.04 mmol, 1 equiv.) in water (4.2 ml), and the resulting mixture was stirred for 6 h at 25° C. under nitrogen. Toluene was added to the reaction mixture, and the solvent was removed in vacuo in order thus to yield the desired product in the form of a yellow solid. This was used in the following stage without further purification. Yield: quantitative

Workup

  1. customthe solvent was removed in vacuo in order thus

Sources & evidence

ORD record
ord-2f46f2d9a1594ba69776bbf27ddf9117
Source dataset
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08357717B2

Reaction notes

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