Potassium Nitrate → HCID 68129523, compound

HRID 1581142Notes

Reaction equation

HRID 1581142 reaction equation
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[NH:10][C:11]1[NH:12][CH2:13][CH2:14][N:15]=1.[N+:16]([O-])([O-:18])=[O:17].[K+]>S(=O)(=O)(O)O>[OH2:17].[OH2:17].[OH2:17].[N+:16]([C:8]1[CH:7]=[CH:6][C:5]2[N:1]=[C:2]([NH:10][C:11]3[NH:12][CH2:13][CH2:14][N:15]=3)[NH:3][C:4]=2[CH:9]=1)([O-:18])=[O:17]

Participants

4

Reactant 2

HCID 24434Potassium NitrateHCID 191074HCID 191074, compound

Product 1

HCID 68129523HCID 68129523, compoundYield 387.2%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent2×

Conditions

Temperature
-5 °C

Procedure

2-Benzimidazolylamino-2-imidazoline (10.96g 0.055 mol) was added cautiously to concentrated sulphuric acid (62 ml) cooled to -5°C. Potassium nitrate (5.5 g) in concentrated sulphuric acid (3.4 ml) was added dropwise with stirring maintaining the temperature at 0°C. After addition the reaction mixture was allowed to warm to room temperature overnight then poured onto ice/water (250g) with stirring. The resulting pale yellow crystals were filtered, washed with water and recrystallised from aqueous dimethylforamide to yield 2-(5-nitrobenzimidazolinyl)amino-2-imidazoline trihydrate (15.81g) as yellow microcrystals m.p. 257°-259°C.

Workup

  1. temperaturemaintaining the temperature at 0°C
  2. additionAfter addition the reaction mixture
  3. temperatureto warm to room temperature overnight
  4. stirringwith stirring
  5. filtrationThe resulting pale yellow crystals were filtered
  6. washwashed with water
  7. customrecrystallised from aqueous dimethylforamide

Sources & evidence

ORD record
ord-84497f6420f44e578aa060d573b84e68
Source dataset
uspto-grants-1976_01
Patent number
US03935314

Reaction notes

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