Ethanol → HCID 178481319, compound

HRID 2399004Notes

Reaction equation

HRID 2399004 reaction equation
[CH3:1][N:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][N:4]=[C:3]1[C:10](=[NH:14])OCC.C(O)C.[NH2:18][NH:19][C:20]([NH2:22])=[S:21]>C(O)(=O)C>[CH3:1][N:2]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][N:4]=[C:3]1[C:10]([NH:18][NH:19][C:20]([NH2:22])=[S:21])=[NH:14]

Participants

5

Reactant 3

HCID 702EthanolHCID 2723789ThiosemicarbazideHCID 21432269Ethyl 1-methyl-5-nitro-1H-imidazole-2-carboximidate

Product 1

HCID 178481319HCID 178481319, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirred solution of ethyl 1-methyl-5-nitro-2-imidazolecarboximidate (0.198 g., 0.001 mole) in 10 ml. of absolute ethanol is added thiosemicarbazide (0.091 g., 0.001 mole) and 1 ml. of glacial acetic acid. The mixture is heated at reflux for 11/4 hours and is cooled in an ice bath. The orange-red solid is filtered washed and dried affording 0.173 g. of the title compound, melting point 210°-214°, dec.

Workup

  1. temperatureThe mixture is heated
  2. temperatureat reflux for 11/4 hours
  3. temperatureis cooled in an ice bath
  4. filtrationThe orange-red solid is filtered
  5. washwashed
  6. customdried
  7. customaffording 0.173 g

Sources & evidence

ORD record
ord-b218bb48ba8f454eb4a1a9db0408f8d2
Source dataset
uspto-grants-1977_05
Patent number
US04026903

Reaction notes

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