2-Amino-5-nitropyridine → HCID 135985044, compound

HRID 904160Notes

Reaction equation

HRID 904160 reaction equation
[CH3:1][N:2]1[CH2:6][C:5](=[O:7])[NH:4][C:3]1=[N:8][C:9](=[O:11])O.[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][N:14]=1>CN(C=O)C>[N+:19]([C:16]1[CH:17]=[CH:18][C:13]([NH:12][C:9]([N:8]=[C:3]2[NH:4][C:5](=[O:7])[CH2:6][N:2]2[CH3:1])=[O:11])=[N:14][CH:15]=1)([O-:21])=[O:20]

Participants

4

Reactant 2

HCID 778882-Amino-5-nitropyridineHCID 136469822tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene carbamic acid

Product 1

HCID 135985044HCID 135985044, compoundYield 27.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 3.0 g (12.8 mM) of the phenyl carbamate 8 and 1.8 g (12.8 mM) of 2-amino-5-nitropyridine in 20 ml of anhydrous DMF was stirred at 25° C. for 2 days. The reaction mixture was filtered and the collected solid washed successively with cold DMF, ethyl acetate, and ether to give 1.0 g of the above urea as yellow solid, m.p. 225°-227° C. (dec.).

Workup

  1. filtrationThe reaction mixture was filtered
  2. washthe collected solid washed successively with cold DMF, ethyl acetate, and ether

Sources & evidence

ORD record
ord-ab1c35bfb0a34031b2173a72ff5e5c65
Source dataset
uspto-grants-1980_10
Patent number
US04230713

Reaction notes

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