• Name

  Sulfadimethoxine

• EINECS 204-523-7
• CAS No. 122-11-2
• Article Data23
• CAS DataBase
• Density 1.441 g/cm³
• Solubility 46.3mg/L(37 oC)
• Melting Point 200 °C
• Formula C₁₂H₁₄N₄O₄S
• Boiling Point 548.5 °C at 760 mmHg
• Molecular Weight 310.334
• Flash Point 285.5 °C
• Transport Information
• Appearance yellow to straw yellow powder
• Safety 26-36/37-24/25-23
• Risk Codes 36/37/38-43
• Molecular Structure
• Hazard Symbols Xi
• Synonyms Sulfanilamide,N1-(2,6-dimethoxy-4-pyrimidinyl)- (6CI,8CI);2,4-Dimethoxy-6-sulfanilamido-1,3-diazine;2,4-Dimethoxy-6-sulfanilamido-1,3-pyrimidine;2,4-Dimethoxy-6-sulfanilamidopyrimidine;2,6-Dimethoxy-4-sulfanilamidopyrimidine;4-Sulfa-2,6-dimethoxypyrimidine;4-Sulfanilamido-2,6-dimethoxypyrimidine;6-Sulfanilamido-2,4-dimethoxy-1,3-diazine;Abcid;Agribon;Albon;Arnosulfan;Bactrovet;Deposul;Diasulfa;Dimethoxysulfadiazine;Dinosol;Dorisul;Fuxal;Lasibon;Madribon;Madrigid;Madriqid;Madroxin;Madroxine;Maxulvet;Mecozine;Metoxidon;N-(2,6-Dimethoxypyrimidin-4-yl)-4-aminobenzenesulfonamide;N1-(2,6-Dimethoxy-4-pyrimidinyl)sulfanilamide;NSC 683544;Neostreptal;Omnibon;Persulfen;Redifal;
• PSA 124.81000
• LogP 2.61180

Synthetic route

555-25-9

4-p-acetamidobenzenesulfonamido-2,6-dimethoxypyrimidine

122-11-2

sulfadimethoxine

Conditions

Conditions	Yield
With methanol; sodium hydroxide at 85℃; for 6h; Temperature; Large scale;	96%
With sodium hydroxide

37063-70-0

N-(2,6-dimethoxy-pyrimidin-4-yl)-4-nitro-benzenesulfonamide

122-11-2

sulfadimethoxine

Conditions

Conditions	Yield
With iron; ammonium chloride In water for 10h; Heating;	81.3%

77767-96-5

Trimethyl-4-(2,6-dimethoxypyrimidinyl)ammoniumchlorid

sodium-salt of sulfanilamide

sodium-salt of sulfanilamide

122-11-2

sulfadimethoxine

Conditions

Conditions	Yield
With acetamide

100-05-0

4-nitrobenzenediazonium chloride

benzo<b>thiophen-3-yl-glyoxal phenylhydrazone

benzo<b>thiophen-3-yl-glyoxal phenylhydrazone

122-11-2

sulfadimethoxine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: SO2 / CuSO4 / acetic acid / 6 - 20 °C 2: 84.2 percent / pyridine / 2 h / 56 - 58 °C 3: 81.3 percent / Fe, NH4Cl / H2O / 10 h / Heating View Scheme

98-74-8

4-Nitrobenzenesulfonyl chloride

(+-)-2-amino-5-butyl-thiazol-4-one

(+-)-2-amino-5-butyl-thiazol-4-one

122-11-2

sulfadimethoxine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 84.2 percent / pyridine / 2 h / 56 - 58 °C 2: 81.3 percent / Fe, NH4Cl / H2O / 10 h / Heating View Scheme

3289-50-7

2,6-dimethoxypyrimidin-4-amine

122-11-2

sulfadimethoxine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine 2: aqueous NaOH View Scheme

121-60-8

p-acetylaminobenzenesulfonyl chloride

122-11-2

sulfadimethoxine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine 2: aqueous NaOH View Scheme

122-11-2

sulfadimethoxine

15186-48-8

2,3-isopropylidene-glyceraldehyde

N-(2,6-dimethoxypyrimidin-4-yl)-4-({[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methylene}amino)benzenesulfonamide

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In dimethyl sulfoxide; toluene Condensation;	100%

122-11-2

sulfadimethoxine

920-46-7

Methacryloyl chloride

sulfadimethoxine methacrylamide

Conditions

Conditions	Yield
With sodium hydroxide In water; acetone at 20℃; for 1.5h; Cooling with ice;	97%
With sodium hydroxide In acetone at 20℃; for 12h;	96.2%
With sodium hydroxide In water; acetone at 0℃;	85%
With sodium hydroxide In acetone at 0℃;

122-11-2

sulfadimethoxine

1571-08-0

methyl 4-formylbenzoate

446065-11-8

cyclohexyltrifluoro-λ4-borane potassium salt

methyl 4-(cyclohexyl((4-(N-(2,6-dimethoxypyrimidin-4-yl)sulfamoyl)phenyl)amino)methyl)benzoate

Conditions

Conditions	Yield
With sodium hydrogen sulfate; Ir(dF(CF3)ppy)2(bpy)PF6 In 1,4-dioxane at 24℃; for 24h; Petasis Reaction; Inert atmosphere; Schlenk technique; Sealed tube; Irradiation;	97%

...Expand

122-11-2

sulfadimethoxine

silver nitrate

C12H13AgN4O4S

Conditions

Conditions	Yield
With potassium hydroxide In water at 20℃; for 1h;	95%
In methanol; water for 3h;

122-11-2

sulfadimethoxine

C12H12(2)H2N4O4S

Conditions

Conditions	Yield
With water-d2 In tetrahydrofuran at 80℃; under 760.051 Torr; for 3h; Sealed tube;	95%

122-11-2

sulfadimethoxine

1484-88-4

2,4,6-triphenylpyrilium perchlorate

1-[4-(2,6-Dimethoxy-pyrimidin-4-ylsulfamoyl)-phenyl]-2,4,6-triphenyl-pyridinium; perchlorate

Conditions

Conditions	Yield
In acetic acid for 2h; Heating;	94%

4857-04-9

2-chloromethyl-1H-benzimidazole

122-11-2

sulfadimethoxine

107090-14-2

4-[(1H-Benzoimidazol-2-ylmethyl)-amino]-N-(2,6-dimethoxy-pyrimidin-4-yl)-benzenesulfonamide

Conditions

Conditions	Yield
In methanol for 4h; Heating;	88%

122-11-2

sulfadimethoxine

1600-27-7

mercury(II) diacetate

Hg(sulfadimethoxinato)2

Conditions

Conditions	Yield
In methanol Hg(II) acetate in methanol added dropwise with stirring; stirred (18 h,room temp.); filtered off; dried; elem. anal.;	87%

Sulfadimethoxine Chemical Properties

Sulfadimethoxine Uses

Sulfadimethoxine Toxicity Data With Reference

Sulfadimethoxine Safety Profile