Name | 3-Amino-p-anisanilide |
Synonyms | DB-40 Red base KD Fast Red Base KD Fast Red Kd Base 3-Amino-p-anisanilide 3-Amino-4-methoxybenzanilide 3-Amino-4-Methoxy-Benzanilide 3-amino-4-methoxy-N-phenylbenzamide |
CAS | 120-35-4 |
EINECS | 204-388-4 |
InChI | InChI=1/C14H14N2O2/c1-18-13-8-7-10(9-12(13)15)14(17)16-11-5-3-2-4-6-11/h2-9H,15H2,1H3,(H,16,17) |
Molecular Formula | C14H14N2O2 |
Molar Mass | 242.28 |
Density | 1.245g/cm3 |
Melting Point | 154-156°C |
Boling Point | 364.5°C at 760 mmHg |
Flash Point | 174.3°C |
Vapor Presure | 1.67E-05mmHg at 25°C |
Appearance | Form Solid, color White to Off-White |
pKa | 13.44±0.70(Predicted) |
Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
Refractive Index | 1.658 |
MDL | MFCD00017166 |
Physical and Chemical Properties | Chemical white (or light yellow) powder. Melting point 154-155 ℃. |
Use | Used as an intermediate in organic synthesis |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
RTECS | CV7400000 |
TSCA | Yes |
Hazard Class | IRRITANT |
Raw Materials | Sulfuric acid Potassium permanganate Dichloroethane Sodium hydrosulfide p-Anisic acid 4-Chlorobenzoic acid |
Downstream Products | Pigment Red 32 Pigment Red 146 Pigment Red 31 Pigment Red 176 |
Solubility | DMSO (Slightly), Methanol (Slightly) |
EPA chemical information | Benzamide, 3-amino-4-methoxy-N-phenyl- (120-35-4) |
Production method
method 1 is a commonly used method in current production. Using o-nitroanisole as raw material, the product is obtained by chloromethylation, hydrolysis, oxidation, acyl chlorination, condensation, and reduction..
This method has long process route, long production cycle and low product yield.
method 2 is the latest research method. Using p-chlorobenzoic acid as raw material, the product is obtained by methoxylation, nitration, condensation and reduction. This method has a short process route, high product yield and low cost..
adding 46.8g p-chlorobenzoic acid, 250mL methanol and 12g auxiliary TR-300 into the reactor, refluxing for 10h to obtain 41.5g p-methoxybenzoic acid. Add it into a nitrocer, add 166g of dichloroethane and 0.5g of sulfuric acid (98%) at the same time, add 19g of nitric acid (98%) dropwise at 45 ℃, add it within 3h, continue the heat preservation reaction for 2h, and obtain 52.7g of nitrification product. Add it into the condensate, add 200mL of solvent and 40mL of aniline at the same time, raise the temperature to (98±2)℃, add 30mL of thionyl chloride dropwise (added within 30min), continue the heat preservation reaction for 4h, and obtain 70.0g of condensation product. Add it into the reducer, add 350mL sodium hydrosulfide solution (30%) at the same time, raise the temperature to (80±2)℃ for 15h, and obtain 51.8g of the final product.
category
Toxic substances
Toxicity classification
Poisoning
Acute toxicity
intravenous-mouse LD50: 320 mg/kg
flammability hazard characteristics
Combustible; combustion produces toxic nitrogen oxide smoke
storage and transportation features
Warehouse ventilation low temperature drying
Fire extinguishing agent
Dry powder, foam, sand, carbon dioxide, mist water