3,5-Dimethyl-1H-pyrazole-1-carboxamidine mononitrate → 58579-77-4

HRID 1706786Notes

Reaction equation

HRID 1706786 reaction equation
C(O[C:4](=[O:16])[CH2:5][NH:6][CH2:7][C:8]1[C:13]([CH3:14])=[CH:12][CH:11]=[CH:10][C:9]=1[NH2:15])C.[N+]([O-])(O)=O.C[C:22]1C=C(C)N(C(N)=N)[N:23]=1>C(O)C>[CH3:14][C:13]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:8]=1[CH2:7][N:6]1[CH2:5][C:4](=[O:16])[NH:23][C:22]1=[N:15]2

Participants

4

Reactant 2

HCID 1981863,5-Dimethyl-1H-pyrazole-1-carboxamidine mononitrateHCID 12204071HCID 12204071, compound

Product 1

HCID 13544933658579-77-4Yield 61.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of N-(2-amino-6-methylbenzyl)glycine ethyl ester (1.097 g, 0.0049 mole) and 3,5-dimethylpyrazole-1-carboxamidine nitrate (0.993 g, 0.0049 mole) in absolute ethanol (15 ml) was heated at reflux for 64 hours. The mixture then was filtered and the product washed with hot ethanol to yield the title compound (0.610 g, 61%); identical (ir, nmr) with authentic material prepared according to the procedure of J. Med. Chem., 18, 224 (1975)).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 64 hours
  3. filtrationThe mixture then was filtered
  4. washthe product washed with hot ethanol

Sources & evidence

ORD record
ord-010268cdc6104f87b6776ca4b1bce98c
Source dataset
uspto-grants-1980_06
Patent number
US04208521

Reaction notes

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