HCID 5135059, compound → HCID 69258588, compound

HRID 1428983Notes

Reaction equation

HRID 1428983 reaction equation
[NH:1]([CH:8]=[C:9]([N+:15]([O-])=O)[C:10]([O:12][CH2:13][CH3:14])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:18](C(CC)(CC)C([O-])([O-])[O-])[CH3:19]>>[CH3:18][C:19]1[N:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:8]=[C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[N:15]=1

Participants

3

Reactant 2

HCID 5135059HCID 5135059, compoundHCID 21875354Triethylorthoaceate

Product 1

HCID 69258588HCID 69258588, compound

Procedure

Part A: Ethyl 2-methyl-1-phenyl-1H-imidazole-4-carboxylate (4.8 gram, 21% yield) was prepared according to the procedure described (in J. Heterocyclic Chem. 1987, 24, 1757-1763) from ethyl 3-anilino-2-nitro-acrylate (23.6 gram, 0.01 mol) and triethylorthoacetate (150 ml). The initially formed crude product was purified by flash chromatography (eluent: diethyl ether). Rf (diethylether˜0.15) to give pure ethyl 2-methyl-1-phenyl-1H-imidazole-4-carboxylate as an oil.

Workup

  1. customPart A: Ethyl 2-methyl-1-phenyl-1H-imidazole-4-carboxylate (4.8 gram, 21% yield) was prepared
  2. customThe initially formed crude product
  3. customwas purified by flash chromatography (eluent: diethyl ether)

Sources & evidence

ORD record
ord-27c08a14db114fe094118cd67b5a79cb
Source dataset
uspto-grants-2015_01
Patent number
US08937184B2

Reaction notes

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