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Chemical Structure| 547-32-0

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Sulfadiazine Sodium is one of the short-acting sulfonamides used in combination with pyrimethamine to treat toxoplasmosis in patients with acquired immunodeficiency syndrome and in newborns with congenital infections.

Synonyms: Sulfadiazin-natrium; Sulfadiazine sodium; Sulfadiazine(sodium)

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Product Details of Sulfadiazine sodium

CAS No. :547-32-0
Formula : C10H9N4NaO2S
M.W : 272.26
SMILES Code : O=S(C1=CC=C(N)C=C1)([N-]C2=NC=CC=N2)=O.[Na+]
Synonyms :
Sulfadiazin-natrium; Sulfadiazine sodium; Sulfadiazine(sodium)
MDL No. :MFCD00067333
InChI Key :JLDCNMJPBBKAHH-UHFFFAOYSA-N
Pubchem ID :15899898

Safety of Sulfadiazine sodium

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H318-H411
Precautionary Statements:P280-P305+P351+P338+P310
Class:9
UN#:3077
Packing Group:

Application In Synthesis of Sulfadiazine sodium

* 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 [ 547-32-0 ]

[ 547-32-0 ] Synthesis Path-Downstream   1~41

  • 2
  • [ 5335-05-7 ]
  • [ 547-32-0 ]
  • 4-amino-N-benzoyloxymethyl-N-(2-pyrimidinyl)benzenesulfonamide [ No CAS ]
  • 3
  • nickel(II) chloride hexahydrate [ No CAS ]
  • [ 547-32-0 ]
  • Ni(sulfadiazine)2(H2O)2*2H2O [ No CAS ]
  • 5
  • manganese(II) chloride tetrahydrate [ No CAS ]
  • [ 547-32-0 ]
  • [ 1096051-49-8 ]
  • 6
  • vanadyl(IV) sulphate pentahydrate [ No CAS ]
  • [ 547-32-0 ]
  • VO(sulfadiazine)2(H2O)*H2O [ No CAS ]
  • 7
  • [ 1600-27-7 ]
  • [ 547-32-0 ]
  • [ 68-12-2 ]
  • [mercury(II)(sulfadiazine(-H))2(dimethylformamide)2] [ No CAS ]
  • 8
  • zinc(II) chloride hexahydrate [ No CAS ]
  • [ 547-32-0 ]
  • [ 1096051-46-5 ]
  • 9
  • zinc(II) acetate tetrahydrate [ No CAS ]
  • [ 547-32-0 ]
  • [ 1096051-46-5 ]
  • 11
  • [ 67-56-1 ]
  • [ 10025-98-6 ]
  • [ 547-32-0 ]
  • [ 1096051-55-6 ]
  • 14
  • ammonium hydroxide [ No CAS ]
  • [ 543-90-8 ]
  • [ 547-32-0 ]
  • Cd(sulfadiazinato)2*2(NH3) [ No CAS ]
  • 15
  • [ 547-32-0 ]
  • [ 24540-82-7 ]
  • 16
  • zinc(II) chloride hexahydrate [ No CAS ]
  • [ 547-32-0 ]
  • [ 107-15-3 ]
  • 2C10H9N4O2S(1-)*C6H24N6Zn(2+)*H2O [ No CAS ]
  • 17
  • [ 21264-30-2 ]
  • [ 547-32-0 ]
  • [ 39234-21-4 ]
  • [Pd(SD)(me-DTC)] [ No CAS ]
YieldReaction ConditionsOperation in experiment
85% General procedure: A solution containing 1 mmol of the respective metal salt was added to sodium sulfadiazine (1mmol, 0.272 g) in 25 mL of distilled water. The mixture was refluxed for 1 h followed by the addition of N-methyl-N-phenyldithiocarbamate (1 mmol, 0.205 g) or N-ethyl-N-phenyldithiocarbamate (1 mmol, 0.219 g) in 25 mL of distilled water. The reaction mixture was further refluxed for 3 h, cool to room temperature and filtered. The product was dried over CaCl2.
  • 18
  • [ 12080-32-9 ]
  • [ 547-32-0 ]
  • [ 39234-21-4 ]
  • [Pt(SD)(me-DTC)] [ No CAS ]
YieldReaction ConditionsOperation in experiment
97% General procedure: A solution containing 1 mmol of the respective metal salt was added to sodium sulfadiazine (1mmol, 0.272 g) in 25 mL of distilled water. The mixture was refluxed for 1 h followed by the addition of N-methyl-N-phenyldithiocarbamate (1 mmol, 0.205 g) or N-ethyl-N-phenyldithiocarbamate (1 mmol, 0.219 g) in 25 mL of distilled water. The reaction mixture was further refluxed for 3 h, cool to room temperature and filtered. The product was dried over CaCl2.
  • 19
  • [ 21264-30-2 ]
  • [ 13074-29-8 ]
  • [ 547-32-0 ]
  • [Pd(SD)(et-DTC)] [ No CAS ]
YieldReaction ConditionsOperation in experiment
84% General procedure: A solution containing 1 mmol of the respective metal salt was added to sodium sulfadiazine (1mmol, 0.272 g) in 25 mL of distilled water. The mixture was refluxed for 1 h followed by the addition of N-methyl-N-phenyldithiocarbamate (1 mmol, 0.205 g) or N-ethyl-N-phenyldithiocarbamate (1 mmol, 0.219 g) in 25 mL of distilled water. The reaction mixture was further refluxed for 3 h, cool to room temperature and filtered. The product was dried over CaCl2.
  • 20
  • [ 12080-32-9 ]
  • [ 13074-29-8 ]
  • [ 547-32-0 ]
  • [Pt(SD)(et-DTC)] [ No CAS ]
YieldReaction ConditionsOperation in experiment
92% General procedure: A solution containing 1 mmol of the respective metal salt was added to sodium sulfadiazine (1mmol, 0.272 g) in 25 mL of distilled water. The mixture was refluxed for 1 h followed by the addition of N-methyl-N-phenyldithiocarbamate (1 mmol, 0.205 g) or N-ethyl-N-phenyldithiocarbamate (1 mmol, 0.219 g) in 25 mL of distilled water. The reaction mixture was further refluxed for 3 h, cool to room temperature and filtered. The product was dried over CaCl2.
  • 21
  • [ 547-32-0 ]
  • 2C10H10N4O2S*2H(1+)*Cl2I2(2-) [ No CAS ]
  • 22
  • [ 547-32-0 ]
  • 2C10H10N4O2S*2H(1+)*Br2I2(2-) [ No CAS ]
  • 23
  • [ 547-32-0 ]
  • 2C10H10N4O2S*2H(1+)*I4(2-) [ No CAS ]
  • 24
  • [ 547-32-0 ]
  • C10H10N4O2S*H(1+)*I5(1-) [ No CAS ]
  • 25
  • [ 547-32-0 ]
  • C10H10N4O2S*ClH [ No CAS ]
  • 26
  • [ 547-32-0 ]
  • C10H10N4O2S*BrH [ No CAS ]
  • 27
  • [ 547-32-0 ]
  • [ 107-21-1 ]
  • C10H10N4O2S*ClH*0.5C2H6O2 [ No CAS ]
  • 28
  • [ 547-32-0 ]
  • [ 107-21-1 ]
  • C10H10N4O2S*H(1+)*I3(1-)*C2H6O2 [ No CAS ]
  • 29
  • [ 760147-40-8 ]
  • [ 547-32-0 ]
  • C46H44N12O6S2Zn2*4H2O [ No CAS ]
  • 30
  • zinc(II) chloride dihydrate [ No CAS ]
  • [ 547-32-0 ]
  • C20H21ClN8O5S2Zn [ No CAS ]
  • 31
  • [ 5263-87-6 ]
  • cobalt(II) sulphate heptahydrate [ No CAS ]
  • [ 547-32-0 ]
  • Co(sulfadiazine)<SUB>2</SUB>(6-methoxyquinoline)<SUB>2</SUB> [ No CAS ]
  • 32
  • [ 366-18-7 ]
  • cobalt(II) chloride hexahydrate [ No CAS ]
  • [ 547-32-0 ]
  • Co(sulfadiazine)22,2′-bipyridine [ No CAS ]
  • 33
  • [ 100-39-0 ]
  • [ 547-32-0 ]
  • [ 603-35-0 ]
  • C25H22P(1+)*C10H9N4O2S(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
1 g Triphenylphosphine 2.6g Benzyl bromide and 1.7g30ml Toluene was dissolved in the reaction proceeding for 3 hours at 110 dried filtered and the resulting precipitate naeeotda obtained a solid 3.0g.Methylene chloride50ml the solid-worked indirect 3.0g Sodium Sulfadiazine 1.2g dissolved after 24 hours of reaction at room temperature and the precipitate was then filtered worked indirect figured after the liquid was evaporated under reduced pressure (evaporating) through the process gained a solid 1.0g, NMR data as to the Formula 10It was identified as the compound.
  • 34
  • [ 547-32-0 ]
  • [ 603-35-0 ]
  • [ 100-11-8 ]
  • C25H21NO2P(1+)*C10H9N4O2S(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
1 g Triphenylphosphine and 2.6g to 2.2g 4-Nitrobenzyl bromide was dissolved in 30ml Toluene proceed the reaction for 3 hours at 110 dried filtered and the resulting precipitate naeeotda obtained a solid 3.0g.After the solid-worked indirect 3.0g dissolved in Methylenechloride 50ml Sodium Sulfadiazine 1.2g and a rear-worked indirect liquid precipitation was filtered out after 24 hours reaction at 25 Through vacuum distillation (evaporating) process got a solid 1.0g,NMR data was confirmed as to the compound of formula 9.
  • 35
  • [ 70475-59-1 ]
  • [ 547-32-0 ]
  • 5-[4-(pyrimidin-2-ylsulfamoylphenyl)]carbamoylbenzene-1,2,3-triyl triacetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With pyridine; In tetrahydrofuran; at 20℃; for 14h;Cooling with ice; In an oil bath at 80 C, a solution of gallic acid and 3 times (m: V) acetic acid anhydride was stirred for 12 hours mixing, adding 15 times volume of distilled water was allowed to stand 48 hours, insoluble matter was collected by filtration, and dried in vacuo to afford 3,4,5-triacetyl gallate; 3,4,5-triacetyl gallic acid was refluxed with thionyl chloride for 6 hours at 70 C in oil bath and thionyl chloride was recovered under reduced pressure to give 3,4,5-triacetyl gallate chloride; The mixture of 3,4,5-triacetylgallinoyl chloride and sodium sulfadiazine in tetrahydrofuran was added with a small amount of pyridine as catalyst. The mixture was stirred in an ice bath for 2 hours and stirred at room temperature for 12 hours. After the partial tetrahydrofuran was evaporated under reduced pressure at 80 C for 48 hours, The insoluble material was collected by filtration, dried in vacuo. The product was recrystallized from methanol-tetrahydrofuran. To obtain 3,4,5-triacetyl gallic acid sulfadiazine.
3.05 g With pyridine; In tetrahydrofuran; for 2h;Cooling with ice; HAMDC was synthesized from GA and sulfadiazine sodium following the synthetic route whichwas reported previously [27]. Five grams of GA was dissolved in 20 mL acetyl oxide and refluxed for8 h. Subsequently, 300 mL distilled water was added to produce recipitates. The precipitates werefiltrated and dried, then 20 mL SOCl2 was added and refluxed for 6 h. The solution was evaporated invacuo and mixed with 8 g sulfadiazine sodium in THF and stirred in an ice bath for 2 h. Upon theend of the reactions, an appropriate volume of distilled water (~10 times to the volume of reactionsystem) was added to the mixture. The obtained product was precipitated and filtered. It was thenrecrystallized in a THF-methanol solvent system and dried in a vacuum oven at 80 C. The obtainedproduct exhibited a pale yellow color in a powder form. The yield of HAMDC was 61% (3.05 g).
  • 36
  • [ 298-96-4 ]
  • [ 547-32-0 ]
  • C19H15N4(1+)*C10H9N4O2S(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
88% In methanol; water; at 20℃; for 2h; 3.4 g of 2,3,5-triphenyl-tetrazolium chloride solids were dissolved in 50 ml of MeOH / H2O,3.5 g of sulfadiazine sodium was added and reacted at room temperature for 2 hours. After completion of the reaction,The resulting white precipitate was filtered through a filter paper to obtain 6 g of a tetrazolium compound represented by the following formula (1a) in the form of a white solid (yield: 88%).
  • 37
  • [ 547-32-0 ]
  • [ 84-58-2 ]
  • C10H9N4O2S(1-)*C8Cl2N2O2*Na(1+) [ No CAS ]
  • 38
  • [ 7732-18-5 ]
  • [ 373-02-4 ]
  • [ 547-32-0 ]
  • [ 1096252-90-2 ]
YieldReaction ConditionsOperation in experiment
Ca. 35% In methanol; for 3h;Reflux; Sodium salt of sulfadiazine (0.545 g, 2 mmol) is dissolved in hot methanol and to this, an aqueous solution of nickel acetate(0.176 g, 1 mmol) is added with constant stirring and the mixture is refluxed for 3 h. A light blue precipitate is formed, filtered, and washed with hot distilled water and methanol successively and dried in a desiccator over anhydrous CaCl2.The yield at the end of reaction for the complex is around 35%.The results for [C20H22N8Ni1O6S2] are: Anal. Calcd. (%): C,40.49; H, 3.73; N, 18.88. Found (%): C, 40.16; H, 3.47; N, 17.54.
  • 39
  • C18H19N2(1+)*Cl(1-) [ No CAS ]
  • [ 547-32-0 ]
  • C18H19N2(1+)*C10H9N4O2S(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
3 g In dichloromethane; water; at 20℃; for 24h; 1.2 g of 4-(dimethylamino)pyridine and 1.9 g of 2-(chlo- romethyl)naphthalene were dissolved in 30 ml of toluene, followed by reacting at 60 C. for 5 hours and then filtering and drying a produced precipitate, thereby obtaining 2.2 g of a solid. 2.2 g of the obtained solid and 2.5 g of sodium sulfadiazine were dissolved in 50 ml of a methylene chloride/H 20 1:1 solution, followed by reacting at room temperature for 24 hours. Next, the methylene chloride layer was subjected to distillation under reduced pressure (evaporating), thereby obtaining 3.0 g of a solid represented by Formula 10. ?H NMR (400 MHz, DMSO) 8.42 (d, J=2.2 Hz, 2H), 7.78(dd, J=7.2, 2.4 Hz, 2H), 7.70-7.10 (m, 7H), 7.58 (d, J=9.0Hz, 2H), 6.64 (d, J=2.2 Hz, 2H), 6.60 (t, J=4.8 Hz, 1H), 6.49(d, J=9.0 Hz, 2H), 5.65 (br, 2H), 5.53 (s, 2H), 2.45 (s, 6H)ppm; LC-MS mlz=512 (Mj;Anal. CalcdforC28H28N5O2S:C, 65.60; H, 5.51; N, 16.39. Found: C, 65.49; H, 5.69; N,16.41.
  • 40
  • [ 68-35-9 ]
  • [ 547-32-0 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; In ethanol; water;Heating; The simple salt forms were prepared by reacting 1:1 molarmixtures of sulfadiazine and MOH (M = Li, Na or K) or theorganic base in water-ethanol (50:50 v/v). The mixtures werestirred and heated to give clear solutions, before being left tocool to room temperature. Partial evaporation of these reactionmixtures over periods of 4-7 d gave suitable crystals of(I), (III), (V) and (VI), but a fine powder of Na salt (II).Good-quality crystals of (II) were obtained by vapour diffusionof ethanol into an aqueous solution of sodium sulfadiazine.Na Orange G (OG) complex (IV) was obtained bydissolving NaOG (0.20 g, 0.44 mmol) in the minimum amountof water. A slight excess of sulfadiazine (0.12 g, 0.48 mmol)was also dissolved in the minimum amount of water. The twosolutions were mixed together with stirring and acidified withconcentrated HCl. After 3 d, orange crystals of (IV) hadgrown.
  • 41
  • [Fe(N-(2-hydroxybenzyl)-N-(2-pyridylmethyl)(3-chloro)(2-hydroxy)propylamine)Cl2]*H2O [ No CAS ]
  • [ 547-32-0 ]
  • [(Cl)(sulfadiazine)Fe(III)(μ-N-(2-hydroxybenzyl)-N-(2-pyridylmethyl)(3-chloro)(2-hydroxy)propylamine)2Fe(III)(sulfadiazine)(Cl)]*2H2O [ No CAS ]
 

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