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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
Molecular Weight:
233.67
MDL Number:
MFCD00007442
MOL File:
121-60-8.mol
MSDS File:
SDS
Last updated:2023-12-25 13:23:17

N-Acetylsulfanilyl chloride Properties

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)
EWG's Food Scores 1
FDA UNII LIX4M9AIVM
NIST Chemistry Reference P-acetamidobenzene sulfonyl chloride(121-60-8)
EPA Substance Registry System Benzenesulfonyl chloride, 4-(acetylamino)- (121-60-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H314-H335
Precautionary statements  P260-P271-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
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
9-21
TSCA  Yes
HazardClass  8
PackingGroup  II
HS Code  29242995
Toxicity LD50 oral in rat: > 3200mg/kg
NFPA 704
0
3 0

N-Acetylsulfanilyl chloride price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 112747 N-Acetylsulfanilyl chloride 98% 121-60-8 100g $72.4 2024-03-01 Buy
Sigma-Aldrich 112747 N-Acetylsulfanilyl chloride 98% 121-60-8 1kg $205 2024-03-01 Buy
TCI Chemical A0074 4-Acetamidobenzenesulfonyl Chloride >98.0%(HPLC)(T) 121-60-8 25g $168 2024-03-01 Buy
TCI Chemical A0074 4-Acetamidobenzenesulfonyl Chloride >98.0%(HPLC)(T) 121-60-8 100g $374 2021-12-16 Buy
Usbiological A3598-05 ASC 121-60-8 100ug $459 2021-12-16 Buy
Product number Packaging Price Buy
112747 100g $72.4 Buy
112747 1kg $205 Buy
A0074 25g $168 Buy
A0074 100g $374 Buy
A3598-05 100ug $459 Buy

N-Acetylsulfanilyl chloride Chemical Properties,Uses,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.]

103-84-4
121-60-8
Synthesis of N-Acetylsulfanilyl chloride from Acetanilide
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View Lastest Price from N-Acetylsulfanilyl chloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-Acetylsulfanilyl chloride pictures 2024-03-19 N-Acetylsulfanilyl chloride
121-60-8
US $16.00-11.00 / kilograms 10kilograms 99% 100tons Hebei Dangtong Import and export Co LTD
N-Acetylsulfanilyl chloride pictures 2023-12-26 N-Acetylsulfanilyl chloride
121-60-8
US $100.00-1.00 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
N-Acetylsulfanilyl chloride pictures 2023-07-20 N-Acetylsulfanilyl chloride
121-60-8
US $10.00 / kg 1kg 99.99% 50000tons Henan Bao Enluo International TradeCo.,LTD
4-ACETYLAMINO BENZENESULFONYL CHLORIDE 4-ACETAMIDOPHENYLSULFONYL CHLORIDE 4-ACETAMIDOBENZENESULPHONYL CHLORIDE -(acetylamino)benzenesulfonylchloride 4-(acetylamino)-benzenesulfonylchlorid 4'-(Chlorosulfonyl)acetanilide 4’-(chlorosulfonyl)acetanilide 4-acetamido-benzenesulfonicacichloride 4-Acetamido-benzoylsulfochloride 4-acetaminobenzenesulfochloride 4-Acetylamino-benzensulfonylchlorid 4-chlorosulfonylacetanilide P-ACETAMINOBENZENESULFONYL CHLORIDE P-ACETYL AMINOBENZENE SULFONYL CHLORIDE P-ACETAMIDOBENZENESULFONYLCHLORIDE N-ACETYLSULFANILIC ACID CHLORIDE N-ACETYLSULFANILYL CHLORIDE N-ACETYLSULPHANILYL CHLORIDE Acetanilide-p-sulfonyl chloride acetanilide-p-sulfonylchloride n-acetyl-sulfanilylchlorid 4-AcetamidobenzenesulphonylChloride98% 4-Acetamidobenzenesulfonyl chloride, 98+% p-(chlorosulfonyl)acetanilide p-Acetamidophenylsulfonyl chloride p-acetamidophenylsulfonylchloride p-Acetaminobenzenesulfonechloride p-Acetylaminobenzenesulfochloride Sulfanilyl chloride, N-acetyl- 4-Acetamidobenzenesulfonyl chloride for synthesis acetylsulfanilyl acetylsulfanilylchloride Benzenesulfonyl chloride, 4-(acetylamino)- Benzenesulfonylchloride,4-(acetylamino-)- Dagenan chloride dagenanchloride n(4)-acetylsulfanilylchloride n(sup4)-acetylsulfanilylchloride N4-Acetylsulfanilyl chloride 4-Acetamidobenzenesulphonyl Chloride 98% 4-ACETYLSULFANILYL CHLORIDE P-ACETAMIDOBENZENE SULFONYL CHLORIDE ASC 4-(ACETYLAMINO)-BENZENESULPHONYLCHLORIDE ACETYLSULPHANILYLCHLORIDE PARA-ACETYLAMINOBENZENESULPHONYLCHLORIDE Anti-ASC, N-Terminal antibody produced in rabbit apoptosis-associated speck-like protein containing a CARD CARD5 caspase recruitment domain protein 5 N-Acetylsulfanilyl chloride, 98+% N-Acetylsulfanilyl 4-Acetaminobenzenesulfonyl chloride N-Acetylsulfanilyl chloride,99% N-Acetylsulfanilyl c 4-Acetylaminobenzenesulfonic acid chloride N-Acetylsulfanilyl chloride, 99% 100GR 4-(AcetylaMino)benzene-2,3,5,6-sulfonyl Chloride 4-(AcetylaMino)phenylsulfonyl Chloride