66950-63-8

Basic information

• Product Name: Sulfamic acid, dimethyl-, phenyl ester
• CAS NO: 66950-63-8
• Molecular Formula: C8H11NO3S
• Molecular Weight: 201.246
• Mol File: 66950-63-8.mol

Chemical Properties

• CAS DataBase Reference: Sulfamic acid, dimethyl-, phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Sulfamic acid, dimethyl-, phenyl ester(66950-63-8)
• EPA Substance Registry System: Sulfamic acid, dimethyl-, phenyl ester(66950-63-8)

Safety Data

• Hazardous Substances Data: 66950-63-8(Hazardous Substances Data)

Upstream product

• 13360-57-1 dimethylamino sulfonyl chloride 
• 108-95-2 phenol 
• 139-02-6 sodium phenoxide 
• 19792-91-7 phenyl sulfamate 
• 74-88-4 methyl iodide 
• 75-89-8 2,2,2-trifluoroethanol 
• 78162-61-5 phenyl betylate triflate 
• 16475-29-9 phenylchlorosulfate 
• 75-50-3 trimethylamine 

Downstream Products

• 15020-57-2 N,N-dimethyl-4-hydroxybenzenesulfonamide 
• 30988-90-0 2-hydroxy-N,N-dimethylbenzenesulfonamide 
• 613-37-6 4-methoxylbiphenyl 
• 6623-40-1 N,N-dimethylaminosulfonic acid 
• 108-95-2 phenol 
• 5698-49-7 2-phenyl-1-octene 
• 1759-68-8 N-benzoylcyclohexylamine 
• 644-08-6 4-Methylbiphenyl 
• 92-69-3 4-Phenylphenol 
• 825-55-8 2-phenylthiophene 
• 324-74-3 4-fluoro-biphenyl 
• 588-59-0 stilbene 
• 4714-21-0 4-methylstilbene 
• 3112-03-6 4-acetylstilbene 

Relevant articles and documents

N -Arylation of (hetero)arylamines using aryl sulfamates and carbamates via C-O bond activation enabled by a reusable and durable nickel(0) catalyst

An effective and general aryl amination protocol has been developed using a magnetically recoverable Ni(0) based nanocatalyst. This new stable catalyst was prepared on Fe3O4@SiO2 modified by EDTA and investigated by FT-IR, EDX, TEM, XRD, DLS, FE-SEM, XPS, NMR, TGA, VSM, ICP and elemental analysis techniques. The reaction proceeded via carbon-oxygen bond cleavage of (hetero)aryl carbamates and sulfamates under simple and mild conditions without the use of any external ligands. This method demonstrated functional group tolerance in the N-arylation of various nitrogen-containing compounds as well as aliphatic amines, anilines, pyrroles, pyrazoles, imidazoles, indoles, and indazoles with good to excellent yields. Furthermore, the catalyst could be easily recovered by using an external magnetic field and directly reused at least six times without notable reduction in its activity. This journal is

Ni-Catalyzed Decarboxylative Cross-Coupling of Potassium Polyfluorobenzoates with Unactivated Phenol and Phenylmethanol Derivatives

A Ni-catalyzed decarboxylative cross-coupling of potassium polyfluorobenzoates with unactivated phenol and phenylmethanol derivatives is described. This novel transformation provides a practical and efficient protocol towards the synthesis of important polyfluorobiaryls and polyfluorinated diarylmethanes, and greatly enlarges the range of electrophiles utilized in decarboxylative coupling. Remarkably, preliminary mechanistic studies indicated the essential role of Zn(OAc)2 might lie in the enhancement of decarboxylation step. (Figure presented.).

Nickel-catalyzed amination of aryl sulfamates

Broad in scope: The first amination of aryl sulfamates, which are attractive cross-coupling partners, particularly for multistep syntheses, was achieved by using a nickel catalyst. The method provides a versatile means to use simple derivatives of phenol as precursors to polysubstituted aryl amines, as exemplified by a concise synthesis of the antibacterial drug linezolid (see scheme).

Suzuki-Miyaura coupling of aryl carbamates, carbonates, and sulfamates

(Chemical Equation Presented) The first Suzuki-Miyaura cross-couplings of carbamates, carbonates, and sulfamates is described. The method provides a powerful means of using simple derivatives of phenol as precursors to polysubstituted aromatic compounds, as exemplified by a concise synthesis of the anti-inflammatory drug flurbiprofen.

Sulfamates as antiglaucoma agents

Sulfamate esters of the formula where A is aryloxyalkyl, p is the number of unreacted hydroxy groups present on the alkyl moiety and may be zero, z is the number of --OS(O)2 NR1 R2 groups attached to carbons of the alkyl moiety and is always at least one; R1 and R2 are selected from hydrogen, loweralkyl, carboxy, and the like are useful in treating glaucoma.

Compounds having one or more aminosulfaonyloxy radicals useful as pharmaceuticals

Methods of treating chronic arthritis and osteoporosis which utilize both known and novel compounds which would fall under the general formula:(HO)p--A--[--OS(O) 2 NR 1 R 2 ] zwherein A encompasses a wide range of values including but not limited to aryl, loweralkyl, cycloalkyl, and carbohydrates including sucrose and fructose; p is equal to the number of unreacted hydroxy groups contained on the molecule and may be zero; z is the number of --OS(O) 2 NR 1 R 2 groups and is always at least one; R 1 and R 2 are selected from hydrogen, loweralkyl, carboxy and the like; a novel process for preparing the compounds is provided wherein an appropriate sulfamic acid aryl ester is reacted with a hydroxy substituted A radical which may or may not contain thereon protected carboxyl, amino or hydroxy substituents, in an aprotic solvent containing a tertiary amine base. Pharmaceutical compositions for the treatment of chronic arthritis and osteoporosis are also provided.

Aryl and aryloxyalkyl sulfamate esters useful as anticonvulsants

Herein disclosed is a method of treating convulsions with a pharmaceutical composition containing a compound of the formula: where A is an aryl, arylalkyl, or aryloxyalkyl group and is substituted on 1 or more carbon atoms with a sulfamate group (--OSO2 NR1 R2) wherein R1 and R2, same or different, are hydrogen or loweralkyl wherein p is 0 or 1 and is the number of untreated hydroxyl groups and z is 1 or 2 and is the number of --OS(O2)NR1 R2 groups. Aryl is selected from phenyl, substituted phenyl, pyridinyl, naphthyl, quinolinyl, and the like. Phenyl substituents are selected from hydrogen, halo, hydroxy, phenyl, phenoxy, benzoyl, loweralkyl, loweralkoxy, carboxy, amino, loweralkylamino, diloweralkylamino, acetamido, cyano, nitro, loweralkoxycarboyl, aminosulfonyl, imidazolyl, triazolyl, and the like. Novel compounds not previously disclosed are also described.

LES SYSTEMES BISPHASIQUES. 10. ALKYLATION DES ESTERS SULFAMIQUES EN CATALYSE PAR TRANSFERT DE PHASE: UNE NOUVELLE METHODE DE SYNTHESE DES SULFAMATES N-DISUBSTITUES

We report here a new and simple method for the synthesis of the N,N-dimethylsulfamate esters of the general type R-O-SO2-N(CH3)2, in good yield, by direct alkylation of the corresponding unsubstituted sulfamate esters, by methyl iodide under solid-liquid

165. Attempts at Solvolytic Generation of Phenyl Cations

New substrates and reaction conditions which may be expected to yield phenyl cation intermediates have been investigated.The approaches used were: (a) solvolysis of PhX in fluorinated alcohols, where X=-N(O)=NOTs (tosyloxyazoxy), -N(O)=NONf (Nf=C4F9SO2su

Versatile Synthesis of Sulphamate Esters by Phase-transfer Methods

The syntheses of sulphamate esters of the general types R1R2NSO3R3, RNHSO3R3, and H2NSO3R3, where R3 may be aliphatic or aromatic, have been achieved in good yield by reaction of the appropriate sulphamoyl chlorides with alcohols and phenols under mild phase-transfer conditions.The present methods have led to generally higher yields, and to shorter reaction times and lower reaction temperatures than were hitherto found necessary.The prior preparation of the alkoxide has also been obviated.Some esters have been rearranged to the isomeric betaines.