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[ CAS No. 500-92-5 ] {[proInfo.proName]}

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Chemical Structure| 500-92-5
Chemical Structure| 500-92-5
Structure of 500-92-5 * Storage: {[proInfo.prStorage]}
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Product Details of [ 500-92-5 ]

CAS No. :500-92-5 MDL No. :MFCD00866201
Formula : C11H16ClN5 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 253.73 Pubchem ID :-
Synonyms :
Chlorguanide;chloroguanide

Safety of [ 500-92-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 500-92-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 500-92-5 ]

[ 500-92-5 ] Synthesis Path-Downstream   1~23

  • 2
  • [ 1482-62-8 ]
  • [ CAS Unavailable ]
  • [ 500-92-5 ]
YieldReaction ConditionsOperation in experiment
With ethanol; copper(II) sulfate
With water; copper(II) sulfate
With ethylmagnesium iodide
With copper(ll) sulfate pentahydrate In ethanol; water at 25 - 35℃; Reflux; 1 20 g (0.102 mole) /7-chlorophenyl cyanoguanidine was stirred in 150 ml ethanol and 60 ml water at 25-35° C. 13.0 g (0.05 mole) copper sulfate pentahydrate was added to this stirring solution. 30 ml (0.34 mole) isopropylamine was added to this stirring solution. The reaction mixture was heated to reflux and maintained for 16 hrs. TLC was checked to confirm the absence of /7-chlorophenyl cyanoguanidine. 500 ml water was added to the reaction mixture. Aqueous HCl solution (50 ml cone. HCl in 300 ml water) was added to reaction mixture maintaining temperature 25-30°C and the reaction mass was stirred for 30 minutes. Then aqueous sodium sulfide solution (40 g sodium sulfide flakes (assay 50 %) ( 0.55 mole) dissolved in 200 ml water) was added dropwise to the above reaction mass at 25-3O0C with proper scrubbing of hydrogen sulfide gas. After complete addition the reaction mixture was stirred for 30 min and the insoluble copper sulfide was filtered off. The obtained filtrate was cooled at 10-15°C and aqueous sodium hydroxide solution ( 30 g sodium hydroxide in 300 ml water) was added dropwise at 10-15° C followed by stirring. The separated solid product was filtered and dried at 90-95° C to get 17 gm of l-(4- chlorophenyl)-5-(l-methylethyl) biguanide (Proguanil base) with 80 % purity (by HPLC).
Stage #1: 1-(4-chlorophenyl)-3-cyanoguanidine; isopropylamine With copper(ll) sulfate pentahydrate In ethanol; water at 25 - 35℃; Reflux; Stage #2: With hydrogenchloride In water at 25 - 30℃; 2 200 g (1.02 mole) /7-chlorophenyl cyanoguanidine was stirred in 1200 ml tetrahydrofuran (THF) and 1000 ml water at 25-35° C. 170 g (0.68 mole) copper sulfate pentahydrate and 360 ml (4.14 mole) isopropylamine was added to this stirred solution. The reaction mixture was heated to reflux for 3 hours. TLC was checked for the absence of /?-chlorophenyl cyanoguanidine. 800 ml water was added to the refluxed reaction mixture and THF was distilled out at 70-75° C. Then reaction mass was cooled to temperature 25-30°C. Aqueous HCl solution [500 ml cone. HCl in 800 ml water] was added to cooled reaction mixture and stirred for 30 minutes. Cooled ammoniacal EDTA solution [800 ml water, 360 ml aqueous ammonia (25%) and 352 g EDTA disodium salt] was added dropwise to the above reaction mixture maintaining the temperature 15-20° C. After complete addition the reaction mass was stirred at same temperature for 30 min and separated product was filtered, washed with cold water repeatedly to wash out blue color and dried at temperature 90-95 °C to get 240 g of Proguanil hydrochloride. [Yield: 79 %]

  • 3
  • [ CAS Unavailable ]
  • [ 500-92-5 ]
YieldReaction ConditionsOperation in experiment
With water at 130℃;
  • 4
  • [ 500-92-5 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
With ruthenium(IV) chloride; hydrazonium chloride In not given react. of ruthenium(IV) chloride and C11H16ClN5 on heatinh with hydrazonium chloride on a water bath;; washing with H2O, drying in vac.;;
  • 5
  • [ 500-92-5 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
With ruthenium(IV) chloride; hydrazonium chloride hydrate In water addn. of C11H16ClN5 to an aq. soln. of ruthenium(IV) chloride, dissolving on heating on a water bath; addn. of an excess of hydrazonium chloride hydrate to the brown soln., heating; evapn. of the filtrate, dissolving the residue in a small amount H2O;; filtration; drying in vacuum;;
  • 6
  • [ 10025-74-8 ]
  • [ 500-92-5 ]
  • Dy(3+)*ClC6H4NHC(NH)NHC(NH)NHCH(CH3)2*3Cl(1-)=Dy(C11H16ClN5)Cl3 [ No CAS ]
  • 7
  • [ 10025-74-8 ]
  • [ 500-92-5 ]
  • Dy(3+)*2ClC6H4NHC(NH)NHC(NH)NHCH(CH3)2*3Cl(1-)=Dy(C11H16ClN5)2Cl3 [ No CAS ]
  • 8
  • [ 10025-74-8 ]
  • [ 500-92-5 ]
  • Dy(3+)*3ClC6H4NHC(NH)NHC(NH)NHCH(CH3)2*3Cl(1-)=Dy(C11H16ClN5)3Cl3 [ No CAS ]
  • 9
  • [ CAS Unavailable ]
  • [ 500-92-5 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
With NH4OH; NaClO2 In ethanol
  • 10
  • [ CAS Unavailable ]
  • [ 500-92-5 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
With sodium chlorite In methanol; water pH:3 to 4;
With sodium hydroxide; sodium chlorite In N,N-dimethyl-formamide RhCl3*4H2O:ligand molar ratio 1:2, pH:7 to 8 at 70 to 80°C;
With NaClO2; NaOH In N,N-dimethyl-formamide RhCl3*4H2O:ligand molar ratio 1:2, pH:7 to 8 at 70 to 80°C;
With NaClO2 In methanol; water pH:3 to 4;

  • 11
  • [ CAS Unavailable ]
  • [ 500-92-5 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
With NaOH In sodium hydroxide aq. NaOH; pH=10-12;
  • 13
  • [ 2736-40-5 ]
  • [ 500-92-5 ]
  • [ 1101133-31-6 ]
YieldReaction ConditionsOperation in experiment
56.3% With pyridine at 0℃; Reflux;
  • 14
  • [ 500-92-5 ]
  • [ 541-41-3 ]
  • [ 856861-26-2 ]
YieldReaction ConditionsOperation in experiment
72.5% With pyridine at 0℃; Reflux;
  • 15
  • [ 500-92-5 ]
  • [ 98-88-4 ]
  • [ 1101133-32-7 ]
YieldReaction ConditionsOperation in experiment
51.2% With pyridine at 0℃; Reflux;
  • 16
  • [ 500-92-5 ]
  • [ 874-60-2 ]
  • [ 1101133-34-9 ]
YieldReaction ConditionsOperation in experiment
49.1% With pyridine at 0℃; Reflux;
  • 17
  • [ 500-92-5 ]
  • [ 122-01-0 ]
  • [ 1101133-33-8 ]
YieldReaction ConditionsOperation in experiment
77.4% With pyridine at 0℃; Reflux;
  • 18
  • [ 500-92-5 ]
  • [ 75-36-5 ]
  • [ 850637-99-9 ]
YieldReaction ConditionsOperation in experiment
52.2% With pyridine at 0℃; Reflux;
  • 19
  • [ 500-92-5 ]
  • [ 79-30-1 ]
  • [ 1101133-29-2 ]
YieldReaction ConditionsOperation in experiment
64.4% With pyridine at 0℃; Reflux;
  • 20
  • [ 500-92-5 ]
  • [ 141-75-3 ]
  • [ 1101133-36-1 ]
YieldReaction ConditionsOperation in experiment
47.3% With pyridine at 0℃; Reflux;
  • 21
  • [ 500-92-5 ]
  • [ 108-12-3 ]
  • [ 1101133-30-5 ]
YieldReaction ConditionsOperation in experiment
72.8% With pyridine at 0℃; Reflux;
  • 22
  • [ 500-92-5 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: ruthenium(IV) chloride; hydrazonium chloride / not given 2: neat (no solvent)
  • 23
  • [ 500-92-5 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: ruthenium(IV) chloride; hydrazonium chloride / not given 2: hydrogen bromide
Multi-step reaction with 3 steps 1: ruthenium(IV) chloride; hydrazonium chloride / not given 2: neat (no solvent) 3: hydrogen bromide
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[ 500-92-5 ]

Chemical Structure| 637-32-1

A393770[ 637-32-1 ]

Proguanilhydrochloride

Reason: Free-salt