4-ACETAMIDOBENZENESULPHONYL CHLORIDE
N-Acetylsulfanilyl chloride
CAS: 121-60-8
Molecular Formula: C8H8ClNO3S
4-ACETAMIDOBENZENESULPHONYL CHLORIDE - Names and Identifiers
| Name | N-Acetylsulfanilyl chloride |
| Synonyms | ASC N-Acetylsulfanilyl chloride 4'-(Chlorosulfonyl)acetanilide 4-ACETAMIDOPHENYLSULFONYL CHLORIDE 4-ACETAMIDOBENZENESULFONYL CHLORIDE 4-Acetamidobenzenesulfonyl chloride 4-ACETAMIDOBENZENESULPHONYL CHLORIDE -(acetylamino)benzenesulfonylchloride 4 Acetamido Benzene Sulfonyl Chloride 4-ACETYLAMINO BENZENESULFONYL CHLORIDE 4-(acetylamino)-benzenesulfonylchlorid 4-(acetylamino)benzenesulfonyl chloride |
| CAS | 121-60-8 |
| EINECS | 204-485-1 |
| InChI | InChI=1/C8H8ClNO3S/c1-6(11)10-7-2-4-8(5-3-7)14(9,12)13/h2-5H,1H3,(H,10,11) |
4-ACETAMIDOBENZENESULPHONYL CHLORIDE - Physico-chemical Properties
| Molecular Formula | C8H8ClNO3S |
| Molar Mass | 233.67 |
| Density | 1.2977 (rough estimate) |
| Melting Point | 142-145°C (dec.)(lit.) |
| Boling Point | 426.8±28.0 °C(Predicted) |
| Flash Point | 211.9°C |
| Water Solubility | SLIGHTLY SOLUBLE |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | Crystalline powder |
| Color | White to cream-beige |
| Merck | 14,103 |
| BRN | 746676 |
| pKa | 13.75±0.70(Predicted) |
| Storage Condition | Sealed in dry,2-8°C |
| Sensitive | Moisture Sensitive |
| Refractive Index | 1.6300 (estimate) |
| MDL | MFCD00007442 |
| Physical and Chemical Properties | white powder crystals. Soluble in ethanol, ether, soluble in hot benzene, hot chloroform. |
| Use | Mainly used for the preparation of sulfonamide drugs. Pharmaceuticals, dyes. No. |
4-ACETAMIDOBENZENESULPHONYL CHLORIDE - Risk and Safety
| Hazard Symbols | C - Corrosive |
| Risk Codes | R22 - Harmful if swallowed R34 - Causes burns R37 - Irritating to the respiratory system |
| 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. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S28B - |
| UN IDs | UN 3261 8/PG 2 |
| WGK Germany | 3 |
| RTECS | DB8837500 |
| FLUKA BRAND F CODES | 9-21 |
| TSCA | Yes |
| HS Code | 29242995 |
| Hazard Class | 8 |
| Packing Group | II |
| Toxicity | LD50 oral in rat: > 3200mg/kg |
4-ACETAMIDOBENZENESULPHONYL CHLORIDE - Nature
Open Data Verified Data
light brown to brown powder or fine crystals. Melting point 145~148 °c (decomposition). Soluble in ethanol, ether, soluble in hot benzene, hot chloroform, decomposition in water. Needle-like crystals were precipitated from benzene, and prism-like crystals were precipitated from benzene-chloroform.
Last Update：2024-01-02 23:10:35
4-ACETAMIDOBENZENESULPHONYL CHLORIDE - Preparation Method
Open Data Verified Data
N-acetanilide was obtained by chlorosulfonation with chlorosulfonic acid at 20~25 °c, and the product was cooled, crystallized, washed and dried to obtain a finished product.
Last Update：2022-01-01 10:55:57
4-ACETAMIDOBENZENESULPHONYL CHLORIDE - Use
Open Data Verified Data
intermediates for producing sulfonamides such as sulfanilamide, sulfathiazole, sulfamethoxazole, sulfamethoxazole, sulfamethoxazole, sulfamethoxazole and the like are also useful as dye intermediates.
Last Update：2022-01-01 10:55:56
4-ACETAMIDOBENZENESULPHONYL CHLORIDE - Safety
Open Data Verified Data
- It is corrosive and toxic. Irritant to skin and mucous membranes. Mouse oral LD50 16500mg/kg. Attention should be paid to Protection Measure in the production process to prevent accidental ingestion. The operator should wear protective gear. Do not stick to the skin.
- This product is an organic Intermediate, the product is easy to absorb moisture and cause decomposition, so it is not suitable for long-term storage. It is generally used to prepare other products immediately after production in the manufacturer.
Last Update：2022-01-01 10:55:57
4-ACETAMIDOBENZENESULPHONYL CHLORIDE - Reference Information
| LogP | 2.05 at 25℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Use | Used to prepare sulfamethoxine, sulfamethoxazole and other sulfamethoxazole Intermediates of various sulfamethoxazole, such as sulfamethoxazole, sulfamethoxazole, sulfamethoxazole, sulfamethoxazole, sulfamethoxazole, etc. It is also an intermediate of dyes. It is mainly used to prepare sulfa drugs. Medicine, dyes.. Used to prepare sulfamethoxine, sulfamethoxazole and other sulfonamides. |
| production method | acetanilide chlorosulfonation the following are two industrial operation examples. Operation Example 1 67.5kg of acetamidobenzene is added to 290kg of chlorosulfonic acid under stirring, the feeding temperature is controlled below 15 ℃, the temperature is gradually increased to 60 ℃ after adding, the reactant is gradually added to ice water for dilution, the temperature is kept below 10 ℃, filtered, rinsed with ice water until Congo red test paper is neutral. Acetaminobenzenesulfonyl chloride. Operation Example 2 Acetamidobenzene was uniformly added to chlorosulfonic acid below 20°C, by weight, acetanilide: chlorosulfonic acid = 1:5.26, and reacted at 50±2°C for 3h. After 8h, about 20 ℃ below, add appropriate amount of water to decompose excess chlorosulfonic acid, the temperature is not more than 28 ℃, slightly cold, filter, wash the filter cake to pH = 3-4, to obtain p-acetamidosulfonyl chloride. The yield was 83%. This product should not be stored for a long time. As an intermediate product of medicine and dye production, the content is 30%. |
| category | toxic substances |
| toxicity classification | poisoning |
| acute toxicity | oral-rat LD50:>2300 mg/kg; Oral-mouse LD50: 1600 mg/kg |
| flammability hazard characteristics | flammability; heat decomposition releases extremely toxic nitrogen oxides, sulfur oxides and chloride smoke |
| storage and transportation characteristics | warehouse ventilation and low temperature drying |
| fire extinguishing agent | dry powder, foam, sand and water |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:04:16
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