5-Chloro-6-hydrazinyl-3-nitropyrazin-2-amine → HCID 13255931, compound

HRID 1903827Notes

Reaction equation

HRID 1903827 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([N+:11]([O-:13])=[O:12])[C:5]([NH2:10])=[N:6][C:7]=1[NH:8][NH2:9].[CH2:14](C(CC)(CC)C([O-])([O-])[O-])[CH3:15]>>[Cl:1][C:2]1[C:7]2[N:6]([C:14]([CH3:15])=[N:9][N:8]=2)[C:5]([NH2:10])=[C:4]([N+:11]([O-:13])=[O:12])[N:3]=1

Participants

3

Reactant 2

HCID 130629835-Chloro-6-hydrazinyl-3-nitropyrazin-2-amineHCID 21875354Triethylorthoaceate

Product 1

HCID 13255931HCID 13255931, compoundYield 75%

Procedure

To 5.0 g (0.024 m) 5-chloro-6-hydrazino-3-nitropyrazinamine was added 50 ml of triethylorthoacetate and the resulting suspension was heated at 100° for 2.5 hours. The reaction mixture was cooled, filtered and the resulting dark brown solid washed with chloroform to give 4.1 g (75%) of the titled product as a brown solid, m.p. 220°; H' nmr (DMSO-d6): 9.60 (2H, broad singlet), 3.40 (3H, s); ms:m/e 228.

Workup

  1. temperaturethe resulting suspension was heated at 100° for 2.5 hours
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered
  4. washthe resulting dark brown solid washed with chloroform

Sources & evidence

ORD record
ord-021379e6a0764f1ca27328613ea37c51
Source dataset
uspto-grants-1984_03
Patent number
US04438266

Reaction notes

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