Guanidine → HCID 131719150, compound

HRID 2210741Notes

Reaction equation

HRID 2210741 reaction equation
[N+:1]([NH:4][C:5]1[C:9]([N+:10]([O-:12])=[O:11])=[N:8][O:7][N:6]=1)([O-:3])=[O:2].[NH2:13][C:14]([NH2:16])=[NH:15]>CO>[NH:4]([C:5]1[C:9]([N+:10]([O-:12])=[O:11])=[N:8][O:7][N:6]=1)[N+:1]([O-:3])=[O:2].[NH2:15][C:14]([NH2:16])=[NH2+:13]

Participants

4

Reactant 2

HCID 3520Guanidine2×HCID 15757714N-(4-Nitro-1,2,5-oxadiazol-3-yl)nitramide

Product 1

HCID 131719150HCID 131719150, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A clean dry 3 neck round bottom flask was equipped with magnetic stirring bar, thermocouple, and nitrogen inlet is placed in an ice bath. 3-Nitroamino-4-nitrofurazan (1.75 grams; 0.1 mol) was added with 5 mls dry methanol. Guanidine (0.59 grams; 0.01 mol) was preweighed into a vial and dissolved in 5 ml dry methanol. The guanidine-containing mixture was added over 5 minutes while the temperature did not exceed 10° C. The resulting mixture was stirred cold for 10 min, and then stirred for an additional hour at ambient. After transfer to a tarred one neck flask, the solvent was removed in vacuo at 35° C. After a period of high vacuum, the yield of crystals was 100% of theoretical. DSC: exothermic peak at 90.96° C. FTIR: 3517, 3413, 3270, 3212 (m), 1660 (d), 1576 (s), 1386, 1344, 1311 (t).

Workup

  1. customA clean dry 3 neck round bottom flask
  2. customwas equipped with magnetic stirring bar
  3. customthermocouple, and nitrogen inlet is placed in an ice bath
  4. additionwas added over 5 minutes while the temperature
  5. customdid not exceed 10° C
  6. stirringstirred for an additional hour at ambient
  7. customAfter transfer to a tarred one neck flask, the solvent was removed in vacuo at 35° C
  8. waitAfter a period of high vacuum
  9. customat 90.96° C

Sources & evidence

ORD record
ord-a9fd2750a7744376a5cd21795e466f87
Source dataset
uspto-grants-1995_10
Patent number
US05460669

Reaction notes

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