1189-71-5

Basic information

• Product Name: Chlorosulfonyl isocyanate
• Synonyms: N-Carbonylsulfamyl chloride, CSI;N-(Oxomethylidene)sulfamoyl chloride;N-Chlorosulphonyl isocyanate;[(Chlorosulfonyl)imino]methanone;Chlorosulfonyl isocyanate ,99%;Chlorosulfonyl isocyanate,N-Carbonylsulfamyl chloride, CSI;Chlorosulfonyl isocy;sulfurisocyanatidic chloride
• CAS NO: 1189-71-5
• Molecular Formula: CClNO₃S
• Molecular Weight: 141.53
• EINECS: 214-715-2
• Product Categories: Cyanogen chloride derivatives;Hydrocyanic acid derivatives;Pharmaceutical Intermediates;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry
• Mol File: 1189-71-5.mol
• Article Data: 3

Chemical Properties

• Melting Point: −44 °C(lit.)
• Boiling Point: 107 °C(lit.)
• Flash Point: 18.5 °C
• Appearance: White/Crystals, Crystalline Powder or Granules
• Density: 1.626 g/mL at 25 °C(lit.)
• Vapor Pressure: 5.57 psi ( 20 °C)
• Refractive Index: n20/D 1.447(lit.)
• Storage Temp.: 0-6°C
• Water Solubility: reacts violently exothermic
• BRN: 1237247
• CAS DataBase Reference: Chlorosulfonyl isocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: Chlorosulfonyl isocyanate(1189-71-5)
• EPA Substance Registry System: Chlorosulfonyl isocyanate(1189-71-5)

Safety Data

• Hazard Codes: C
• Statements: 14-22-34-42-20/22
• Safety Statements: 23-26-30-36/37/39-45
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 10-21-19
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 1189-71-5(Hazardous Substances Data)

Usage

Chemical Description

Chlorosulfonyl isocyanate is a reactive compound used to prepare the Burgess reagent.

Chemical Properties

Clear liquid, colourless

Uses

Different sources of media describe the Uses of 1189-71-5 differently. You can refer to the following data:
1. Chlorosulfonyl isocyanate, a highly reactive chemical for chemical synthesis, is used as an intermediate used for production of antibiotics (Cefuroxime, penems), polymers as well as agrochemicals. Product Data Sheet
2. Employed in a regio- and diastereoselective introduction of a protected amino group in a synthesis of chiral, polyhydroxylated piperidines. Generation of ureas from amino groups in a synthesis of benzimidazolones.

General Description

Chlorosulfonyl isocyanate reacts with hydrocarbon alkenes via stepwise dipolar pathway to give N-chlorosulfonyl-β-lactams.

InChI:InChI=1/CClNO3S/c2-7(5,6)3-1-4

Upstream product

• 506-77-4 cyanogen chloride 
• 7446-11-9 sulfur trioxide 
• 63549-29-1 disulfuric acid carbonylamide chloride 

Downstream Products

• 52341-70-5 N-chlorosulfonyl-4-phenylazetidin-2-one 
• 89692-65-9 N-<<(4-nitrophenyl)oxy>carbonyl>sulfamyl chloride 
• 53684-35-8 trans-cinnamoylsulfamoyl chloride 
• 77199-25-8 trans-α-Methyl-β-phenylthioacrylic acid 
• 4223-09-0 sulfonyl diisocyanate 
• 89692-83-1 chlorosulfonyl-carbamic acid-(4-chloro-phenyl ester) 
• 50881-48-6 N-chlorosulfonyl-N'-phenyl-urea 
• 17174-96-8 2,2-dimethyl-4-oxo-azetidine-1-sulfonyl chloride 
• 89979-13-5 benzyl N-chlorosulfonylcarbamate 
• 68897-23-4 (8aR)-2,2-dimethyl-5,7-dioxo-8t-(2-phenoxy-acetylamino)-(8ar)-hexahydro-thiazolo[3,2-c]pyrimidine-3c-carboxylic acid 2,2,2-trichloro-ethyl ester 
• 68897-23-4 (8aR)-2,2-dimethyl-5,7-dioxo-8c-(2-phenoxy-acetylamino)-(8ar)-hexahydro-thiazolo[3,2-c]pyrimidine-3c-carboxylic acid 2,2,2-trichloro-ethyl ester 
• 68897-25-6 (9aR)-3-methyl-6,8-dioxo-9t-(2-phenoxy-acetylamino)-(9ar)-7,8,9,9a-tetrahydro-2H,6H-pyrimido[6,1-b][1,3]thiazine-4-carboxylic acid methyl ester 
• 92433-77-7 3,3-Diphenyl-acrylsaeureamid-N-sulfochlorid 
• 53440-95-2 4-(4-chloro-phenyl)-2-oxo-6-phenyl-4H-[1,3]oxazine-3-sulfonyl chloride 

Relevant articles and documents

Method for synthesizing chlorosulfonyl isocyanate by continuous method

The invention provides a method for synthesizing chlorosulfonyl isocyanate by a continuous method, wherein the method comprises the following steps: A) reacting cyanogen chloride with sulfur trioxidein a first-stage static mixer, feeding the reacted material into a continuous falling film separation device, and separating to obtain gas-phase chlorosulfonyl isocyanate and a liquid-phase six-membered ring by-product; and B) introducing the six-membered ring by-product into a continuous falling film decomposer, carrying out heating decomposition to obtain chlorosulfonyl isocyanate, cyanogen chloride and sulfur trioxide, and returning the cyanogen chloride and sulfur trioxide as raw materials to the first-stage static mixer for reuse. Through segmented reaction and separation, the effects ofreducing the generation of solid wastes and improving the utilization rate of the raw materials are achieved. Experimental results show that the purity of the chlorosulfonyl isocyanate directly obtained through the method is about 97.0%, the one-way yield of the chlorosulfonyl isocyanate is larger than 75.0%, the cyclic yield of the chlorosulfonyl isocyanate is larger than 95.0%, and almost no solid residues exist in a decomposition evaporator.

5-Cyano-prostacyclin derivatives

Stabilized prostacyclins having a wide range of pharmacological activity and long duration of such activity, have the formula STR1 wherein R1 is (a) OR3, wherein R3 is hydrogen, alkyl, cycloalkyl, aryl or a heterocyclic residue; or (b) NHR4 wherein R4 is an acid residue; B is straight-chain or branched alkylene of 2-10 carbon atoms; A is --CH2 --CH2 --, cis--CH=CH--, trans--CH=CH-- or --C C--, W is free or functionally modified hydroxymethylene or free or functionally modified STR2 wherein the OH-group can be in the α- or β-position; D and E together are a direct bond; or D is straight-chain or branched alkylene of 1-5 carbon atoms; and E is oxygen or sulfur or a direct bond, R2 is alkyl, cycloalkyl, optionally substituted aryl or a heterocyclic group; and R5 is free or functionally modified hydroxy; and when R3 is hydrogen, the salts thereof with physiologically compatible bases.