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57-68-1

Basic Information
CAS No.: 57-68-1
Name: Benzenesulfonamide,4-amino-N-(4,6-dimethyl-2-pyrimidinyl)-
Article Data: 27
Cas Database
Molecular Structure:
Molecular Structure of 57-68-1 (Benzenesulfonamide,4-amino-N-(4,6-dimethyl-2-pyrimidinyl)-)
Formula: C12H14N4O2S
Molecular Weight: 278.335
Synonyms: Sulfanilamide,N1-(4,6-dimethyl-2-pyrimidinyl)- (8CI);2-(4-Aminobenzenesulfonamido)-4,6-dimethylpyrimidine;2-(p-Aminobenzenesulfonamido)-4,6-dimethylpyrimidine;2-Sulfanilamido-4,6-dimethylpyrimidine;4-Amino-N-(2,6-dimethyl-4-pyrimidinyl)benzenesulfonamide;Azolmetazin;BN 2409;Calfspan;Calfspan Tablets;Diazil;Dimidin R;Kelametazine;Mermeth;N-(4,6-Dimethyl-2-pyrimidyl)sulfanilamide;N1-(4,6-Dimethyl-2-pyrimidyl)sulfanilamide;NSC 67457;NSC 683529;Neasina;Neazina;Panazin;Pirmazin;Spanbolet;Sulfadimerazine;Sulfadimesin;Sulfadimethyldiazine;Sulfadimethylpyrimidine;Sulfadimezine;Sulfamethazine;Sulfamethiazine;Sulphadimethylpyrimidine;Sulphadimidine;Sulphamezathine;Sulphamidine;Sulphodimezine;Sustain III;Vertolan;Sulfadimethoxine;Sulfamethazine;
EINECS: 200-346-4
Density: 1.392 g/cm3
Melting Point: 197 °C
Boiling Point: 526.2 °C at 760 mmHg
Flash Point: 272.1 °C
Solubility: 150mg/100mL (29 °C) in water
Appearance: White to off-solid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 23-24/25-36-26
Transport Information: N/A
PSA: 106.35000
LogP: 3.21140
Synthetic route
4472-44-0

2-chloro-4,6-dimethylpyrimidine

63-74-1

sulfanilamide

57-68-1

sulfadimesine

Conditions
ConditionsYield
With potassium carbonate
63913-41-7

(E)-4-(piperidino)pent-3-en-2-one

57-67-0

1-amino-4-({[amino(imino)methyl]amino}sulfonyl)benzene

57-68-1

sulfadimesine

153312-38-0

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

57-68-1

sulfadimesine

Conditions
ConditionsYield
With hydrogenchloride; iron
With hydrogenchloride; iron
100-90-3

N-[4-(4,6-Dimethyl-pyrimidin-2-ylsulfamoyl)-phenyl]-acetamide

57-68-1

sulfadimesine

Conditions
ConditionsYield
With sodium hydroxide
With calcium hydroxide
50910-49-1

[4-(4,6-dimethyl-pyrimidin-2-ylsulfamoyl)-phenyl]-carbamic acid ethyl ester

57-68-1

sulfadimesine

123-54-6

acetylacetone

57-67-0

1-amino-4-({[amino(imino)methyl]amino}sulfonyl)benzene

57-68-1

sulfadimesine

63-74-1

sulfanilamide

7220-71-5

4,6-dimethyl-2-phenoxy-pyrimidine

57-68-1

sulfadimesine

Conditions
ConditionsYield
With potassium carbonate
60-35-5

acetamide

sodium-compound of sulfanilamide

sodium-compound of sulfanilamide

57-68-1

sulfadimesine

Conditions
ConditionsYield
anschliessendes Erhitzen mit <4,6-Dimethyl-pyrimidin-2-yl>-trimethyl-ammonium-chlorid;
4472-44-0

2-chloro-4,6-dimethylpyrimidine

57-68-1

sulfadimesine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Na2CO3
2: aq. NaOH solution
View Scheme
Multi-step reaction with 2 steps
1: K2CO3; toluene
2: K2CO3
View Scheme
767-15-7

2-Amino-4,6-dimethylpyrimidine

57-68-1

sulfadimesine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: iron-powder; aq.-ethanolic HCl
View Scheme
Multi-step reaction with 2 steps
2: aq. NaOH solution
View Scheme
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Chemistry

Molecular Formula: C12H14N4O2S
Formula Weight: 278.33
mp of SULFADIMETHYLDIAZINE (57-68-1) : 197 °C
Density of SULFADIMETHYLDIAZINE (57-68-1): 1.392 g/cm 
storage temp. : 2-8°C
Flash Point: 272.1 °
Boiling Point: 526.2 °C at 760 mmHg 
Vapour Pressure: 3.64E-11 mmHg at 25°
Index of Refraction: 1.644 
Water Solubility : 150mg/100mL (29°C); SULFADIMETHYLDIAZINE (57-68-1) is soluble in the hot ethanol solution, not soluble in ether, soluble in dilute acid or alkaline solution.
Appearence: the white stones or crystal or powder.

Uses

SULFADIMETHYLDIAZINE (57-68-1) is used for the prevention and treatment of infection of staphylococcus and streptococcus, as well as having inhibiting effect for haemolytic streptococcus and pleurisy cocci bacteria. It is mainly used for curing cholera fowl, fowl typhoid and coccidiosis in chicken.

Production

SULFADIMETHYLDIAZINE (57-68-1) is synthesized from  sulphaguanidine and acetylacetone by cyclization.

Toxicity Data With Reference

1.   

scu-rat LD50:2 g/kg ABMGAJ 27,141,71

2.   

ipr-mus LD50:1060 mg/kg

   AITEAT    Archivum Immunologiae et Therapiae Experimentalis. 16 (1968),804.
3.   

ivn-mus LD50:1776 mg/kg

   HBTXAC    Handbook of Toxicology, Volumes I-V. 5 (1959),163.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Safety: WARNING: May cause liver, heart, kidney or blood injury; Minimize exposure
Hazard Codes : Xi: Irritant
Risk Statements : 36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements :
23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
24/25: Avoid contact with skin and eyes
36: Wear suitable protective clothing
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
WGK Germany : 2
RTECS : WO9275000
F : 10
Moderately toxic by intravenous and intraperitoneal routes. Experimental teratogenic and reproductive effects. Questionable carcinogen with experimental tumorigenic data. When heated to decomposition it emits very toxic fumes of SOx and NOx.

Specification

Storage: Keep in a cool, well-ventilated place. Keep container tightly closed. Keep in a cool place. Keep container dry. Ground all equipment containing material. Combustible materials should be stored away from extreme heat and away from strong oxidizing agents.