Sodium → HCID 178513184, compound

HRID 614648Notes

Reaction equation

HRID 614648 reaction equation
[Na].O.S(O)(O)(=O)=O.[OH:8][NH:9][C:10]([NH2:12])=[NH:11].O[NH:14]C(N)=N.O.C(NC(=O)/C=C(\[O:28][C:29]([C:31]1[C:36](N)=[N:35][C:34]([NH2:38])=[C:33]([Cl:39])[N:32]=1)=O)/C)(C)(C)C>CC(O)C>[NH2:14][NH:11][C:10](=[NH:12])[NH:9][O:8][C:29]([C:31]1[CH:36]=[N:35][C:34]([NH2:38])=[C:33]([Cl:39])[N:32]=1)=[O:28]

Participants

5

Reactant 3

HCID 5360545SodiumHCID 12319178HCID 12319178, compoundHCID 178513194HCID 178513194, compound

Product 1

HCID 178513184HCID 178513184, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Sodium metal (3.1 g., 0.135 g.at.) is dissolved in 2-propanol (500 ml.) and hydroxyguanidine hemisulfate hydrate (20.0 g., 0.075 mole) is added. The reaction mixture is heated at reflux for 1 hour then treated with N-t-butyl-3-(3,5-diamino-6-chloropyrazinecarbonyloxy)-crotonamide (20.5 g., 0.06 mole) heated at reflux for an additional hour to give product which is filtered, washed with water and dried. 3,5-Diamino-6-chloropyrazinecarbonyloxyguanidine melts at 192°-3° C. after purification by precipitation from dilute aqueous methanesulfonic acid with aqueous ammonia.

Workup

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux for 1 hour
  3. temperatureheated
  4. temperatureat reflux for an additional hour
  5. customto give product which
  6. filtrationis filtered
  7. washwashed with water
  8. customdried
  9. custom3,5-Diamino-6-chloropyrazinecarbonyloxyguanidine melts at 192°-3° C. after purification
  10. customby precipitation from dilute aqueous methanesulfonic acid with aqueous ammonia

Sources & evidence

ORD record
ord-2393a714f6da4b7988fe1e77c70afd9b
Source dataset
uspto-grants-1979_03
Patent number
US04145551

Reaction notes

Loading…