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N-Acetylsulfanilyl chloride

Product Name
N-Acetylsulfanilyl chloride
CAS No.
121-60-8
Chemical Name
N-Acetylsulfanilyl chloride
Synonyms
ASC;4-ACETAMIDOBENZENESULFONYL CHLORIDE;NASC;Acetylsulfanilyl chloride;CARD5;NSC 127860;dagenanchloride;acetylsulfanilyl;Dagenan chloride;N-Acetylsulfanilyl
CBNumber
CB4452614
Molecular Formula
C8H8ClNO3S
Formula Weight
233.67
MOL File
121-60-8.mol
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N-Acetylsulfanilyl chloride Property

Melting point:
142-145 °C (dec.)(lit.)
Boiling point:
426.8±28.0 °C(Predicted)
Density 
1.2977 (rough estimate)
vapor pressure 
0Pa at 25℃
refractive index 
1.6300 (estimate)
storage temp. 
Sealed in dry,2-8°C
solubility 
Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
13.75±0.70(Predicted)
form 
Granular Crystalline Powder or Crystals
color 
White to cream-beige
Water Solubility 
SLIGHTLY SOLUBLE
Sensitive 
Moisture Sensitive
Merck 
14,103
BRN 
746676
LogP
2.05 at 25℃
CAS DataBase Reference
121-60-8(CAS DataBase Reference)
NIST Chemistry Reference
P-acetamidobenzene sulfonyl chloride(121-60-8)
EPA Substance Registry System
Benzenesulfonyl chloride, 4-(acetylamino)- (121-60-8)
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Safety

Hazard Codes 
C
Risk Statements 
22-34-37
Safety Statements 
26-36/37/39-45-28B
RIDADR 
UN 3261 8/PG 2
WGK Germany 
3
RTECS 
DB8837500
F 
9-21
TSCA 
Yes
HazardClass 
8
PackingGroup 
II
HS Code 
29242995
Hazardous Substances Data
121-60-8(Hazardous Substances Data)
Toxicity
LD50 oral in rat: > 3200mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H314Causes severe skin burns and eye damage

H335May cause respiratory irritation

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
112747
Product name
N-Acetylsulfanilyl chloride
Purity
98%
Packaging
100g
Price
$72.4
Updated
2024/03/01
Sigma-Aldrich
Product number
112747
Product name
N-Acetylsulfanilyl chloride
Purity
98%
Packaging
1kg
Price
$205
Updated
2024/03/01
TCI Chemical
Product number
A0074
Product name
4-Acetamidobenzenesulfonyl Chloride
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$168
Updated
2024/03/01
TCI Chemical
Product number
A0074
Product name
4-Acetamidobenzenesulfonyl Chloride
Purity
>98.0%(HPLC)(T)
Packaging
100g
Price
$374
Updated
2021/12/16
TRC
Product number
A170950
Product name
4-(Acetylamino)benzenesulfonylChloride
Packaging
250g
Price
$60
Updated
2021/12/16
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N-Acetylsulfanilyl chloride Chemical Properties,Usage,Production

Chemical Properties

OFF-WHITE TO SLIGHTLY GREY GRANULAR CRYST. POWDER

Uses

A sulfanilamide derivative of Chitosan

Uses

N-Acetylsulfanilyl chloride is used?in the preparation of sulfanilamide and its derivatives which are intermediates to produce sulfa drugs. They are used in the prevention and treatment of bacterial infections, diabetes mellitus, edema, hypertension, and gout. It is also used as a Pharma raw material. N-Acetylsulfanilyl chloride widely used in the fields of dye, medicine, mainly used for preparation of Sulfanilamide, Sulfanilylureal, Sulfatolamide, Sulphathiourea , Sulfaguanidine and Sulfacetamide and etc.

Uses

Intermediate in the preparation of sulfanilamide and its derivatives.

Production Methods

Acetanilide is introduced into stirred chlorosulfuric acid solution at 20 ℃. The solution is then heated to 55 ℃ and kept at this temperature for 1.5 h. The solution is cooled to 20 ℃ and introduced as a thin jet into water, the temperature of which is kept at 0 – 5 ℃ by external cooling. The precipitated sulfochloride is filtered and washed with cold water until neutral to Congo Red. Yield is 80 – 82%. The crude product contains about 60% water; the dried product melts at 144 – 147 ℃. About 1 – 2% of bis(acetylaminophenyl) sulfone is obtained as a byproduct. If thionyl chloride is added, less chlorosulfuric acid is needed because it can be replaced partly byoleum. The product is stable for several days if kept in a cool place. It is generally used directly in the moist state. 4-(Acetylamino)benzenesulfonyl chloride is an important intermediate in the manufacture of sulfonamides and in the synthesis of parabase ester.

Biotechnological Production

After more than three decades of strain and process optimization, the 2KGA fermentation by K. vulgare has reached a performance level that makes it increasingly difficult to achieve further cost-relevant improvements. Instead, opportunities can be seen in the succeeding step of 2KGA rearrangement to ascorbic acid, which still follows the same concept as laid out in the 1930s by Reichstein and Grüssner. This chemical step contributes significantly to the overall process costs. A process Industrial Production of L-Ascorbic Acid (Vitamin C) and D-Isoascorbic Acid 171 concept that could convert sorbitol directly to ascorbic acid would therefore be most attractive. In theory, this could build on the established 2KGA fermentation with an enzyme-catalyzed 2KGA to Asc rearrangement (2,6-hemiacetal to 1,4- lactone) as extension. Ab initio energy calculations as well as experimental results (own unpublished results) indicate that in aqueous environment, Asc is thermodynamically far more stable than 2KGA and (nearly) quantitative conversion should be possible. However, no enzyme efficiently catalyzing this reaction has so far been identified. The few publications of enzyme catalysis for this reaction so far shows only trace activity and no significant improvements have been reported. 2KGA may represent a kinetic trap in an aqueous environment and biotechnological reaction pathways all the way to Asc may need to avoid 2KGA. Accordingly, 2KGA is also not part of natural biosynthetic routes, where Asc formation directly results from the oxidation of precursor molecules with appropriately preformed 1,4-lactone linkage (L-gulono-1,4-lactone in animals, L-galactono-1,4-lactone in plants). Enzymes converting L-gulono-1,4-lactone to Asc are also known from bacteria, even from Ketogulonicigenium. The biochemical description of the Ketogulonicigenium enzyme indicates that it belongs to the family of heterotrimeric periplasmic flavohemoproteins, of which several can be found in the published Ketogulonicigenium genomes. Besides sharing the same FAD cofactor, these enzymes bear no similarity to the mammalian gulono-1,4- lactone dehydrogenase. The use of these natural or nature-like Asc-forming enzymatic steps in biotechnological production processes is so far precluded by the rare nature of these L-sugar-derived lactone precursor molecules and the lack of efficient production methods for these compounds. It was, therefore, a tantalizing discovery when Asc formation directly from L-sorbosone, the intermediate of the efficient 2KGA formation route, was identified in those two species already in the focus for 2KGA production for decades: K. vulgare and G. oxydans. Besides an earlier report of L-sorbosone to Asc activity derived from plant tissue , which did not see consolidating follow-ups, the above observations are the first evidence of biological Asc formation from a molecule other than a 1,4-lactone.

General Description

L-hydroxyproline has been derivatized with N-acetylsulfanilyl chloride and 5-chlorovaleric acid during the synthesis of the haptens HP1 and HP2.

Flammability and Explosibility

Not classified

Safety Profile

A poison by intraperitoneal route.Moderately toxic by ingestion. When heated todecomposition it emits toxic vapors of NOx, SOx, and Cl.

Purification Methods

Crystallise the chloride from toluene, CHCl3, or ethylene dichloride. [Beilstein 14 IV 2703.]

N-Acetylsulfanilyl chloride Preparation Products And Raw materials

Raw materials

Aminosulfonate Acetamide Congo red paper Chlorosulfonic acid Aniline

Preparation Products

4-(MORPHOLINE-4-SULFONYL)-PHENYLAMINE fluorescent brightener 311 Sulfanilamide Sulfamethoxazole (1R,2R)-N-BOC-1-AMINO-2-PHENYLCYCLOPROPANECARBOXYLIC ACID P-ACETAMIDOBENZENESULFINIC ACID
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N-Acetylsulfanilyl chloride Suppliers

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View Lastest Price from N-Acetylsulfanilyl chloride manufacturers

Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
N-Acetylsulfanilyl Chloride 121-60-8
Price
US $120.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-06-04
WUHAN FORTUNA CHEMICAL CO., LTD
Product
N-Acetylsulfanilyl chloride 121-60-8
Price
US $0.00/KG
Min. Order
25KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-09
Hebei Dangtong Import and export Co LTD
Product
N-Acetylsulfanilyl chloride 121-60-8
Price
US $16.00-11.00/kilograms
Min. Order
10kilograms
Purity
99%
Supply Ability
100tons
Release date
2023-02-16

121-60-8, N-Acetylsulfanilyl chlorideRelated Search:

Acetaminophen 4-Chlorobenzenesulfonyl chloride Polyvinyl chloride Sodium chloride 4-Nitrobenzenesulfonyl chloride Calcium chloride Thionyl chloride Ammonium chloride Choline chloride Potassium chloride Methylene Chloride 4-ACETAMIDO-3-CHLOROBENZENESULFONYL CHLORIDE 4-(2-OXO-PYRROLIDIN-1-YL)-BENZENESULFONYL CHLORIDE 4-(N-PHTHALIMIDYL)BENZOLSULFONYL CHLORID Sulfanilamide Benzenesulfonyl chloride 2-PROPOXY-4-(N-PHTHALIMIDINYL)BENZENE- 4-acetamido-3-fluorobenzene-1-sulfonyl chloride

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