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methyl tosylcarbamate

Product Name
methyl tosylcarbamate
CAS No.
14437-03-7
Chemical Name
methyl tosylcarbamate
Synonyms
Einecs 238-411-4;methyl tosylcarbamate;Gliclazide Impurity 19;Methyl N-(p-Tosyl)carbaMate;N-Tosylcarbamic acid methyl ester;N-(p-Tosyl)carbaMic Acid Methyl Ester;Methyl N-(p-toluenesulfonyl)carbaMate;N-(Methoxycarbonyl)-p-toluenesulfonamide;METHYL (4-METHYLPHENYL)SULFONYLCARBAMATE;methyl N-(4-methylphenyl)sulfonylcarbamate
CBNumber
CB9937628
Molecular Formula
C9H11NO4S
Formula Weight
229.25
MOL File
14437-03-7.mol
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methyl tosylcarbamate Property

Melting point:
115 °C
Density 
1.300±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Ethyl Acetate (Slightly) , Methanol (Slightly)
pka
4.76±0.10(Predicted)
form 
Solid
color 
White to Off-White
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
R746495
Product name
METHYL (4-METHYLPHENYL)SULFONYLCARBAMATE
Purity
AldrichCPR
Packaging
25MG
Price
$30.7
Updated
2025/07/31
TCI Chemical
Product number
M2988
Product name
Methyl Tosylcarbamate
Packaging
1G
Price
$96
Updated
2025/07/31
TCI Chemical
Product number
M2988
Product name
Methyl Tosylcarbamate
Packaging
10G
Price
$576
Updated
2025/07/31
TRC
Product number
T630200
Product name
N-(p-Tosyl)carbamicAcidMethylEster
Packaging
10g
Price
$1210
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM1039531
Product name
CARBMIC ACID, N-[(4-METHYLPHENYL)SULFONYL]-, METHYL ESTER
Purity
95.00%
Packaging
5MG
Price
$499.59
Updated
2021/12/16
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methyl tosylcarbamate Chemical Properties,Usage,Production

Chemical Properties

Off-White Solid

Uses

N-(p-Tosyl)carbamic Acid Methyl Ester is a degradation product of Gliclazide.

Synthesis

70-55-3

79-22-1

14437-03-7

General method: 4-substituted benzenesulfonamides were dissolved in anhydrous dichloromethane and the solution was cooled to 0°C in an ice bath. Subsequently, trimethylamine was slowly added dropwise to the reaction system. The reaction temperature was maintained at 0 °C and after continuous stirring for 10 min, methyl chloroformate was added dropwise. Stirring of the reaction mixture was continued at 0°C for 30 minutes. The ice bath was removed and the reaction mixture was allowed to gradually warm up to room temperature over 2 hours. Upon completion of the reaction, the reaction mixture was diluted with dichloromethane and the organic phase was washed sequentially with 1 M aqueous hydrochloric acid, water and saturated brine. The organic layer was dried with anhydrous magnesium sulfate and subsequently concentrated under reduced pressure. The residue was purified by silica gel column chromatography to afford the target product, methyl 4-substituted (phenylsulfonyl)carbamate.

References

[1] Journal of the Chinese Chemical Society, 2007, vol. 54, # 3, p. 771 - 777
[2] Organic Process Research and Development, 2016, vol. 20, # 2, p. 440 - 445
[3] Tetrahedron Letters, 2016, vol. 57, # 13, p. 1476 - 1478
[4] Journal of Medicinal Chemistry, 2004, vol. 47, # 3, p. 627 - 643
[5] Journal of Medicinal Chemistry, 2017, vol. 60, # 3, p. 1126 - 1141

methyl tosylcarbamate Preparation Products And Raw materials

Raw materials

Preparation Products

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14437-03-7, methyl tosylcarbamateRelated Search:


  • methyl tosylcarbamate
  • N-(4-Methylphenylsulfonyl)carbamic acid methyl ester
  • N-(Methoxycarbonyl)-p-toluenesulfonamide
  • N-(p-Tolylsulfonyl)carbamic acid methyl ester
  • N-Tosylcarbamic acid methyl ester
  • Einecs 238-411-4
  • (p-Tolylsulfonyl)carbaMic Acid Methyl Ester
  • [(4-Methylphenyl)sulfonyl]carbaMic Acid Methyl Ester
  • Methyl N-(p-toluenesulfonyl)carbaMate
  • Methyl N-(p-Tosyl)carbaMate
  • N-(p-Tosyl)carbaMic Acid Methyl Ester
  • CARBMIC ACID,N-[(4-METHYLPHENYL)SULFONYL]-,METHYL ESTER
  • Gliclazide Impurity 2 (Methyl Tosylcarbamate)
  • Carbamic acid, N-[(4-methylphenyl)sulfonyl]-, methyl ester
  • Gliclazide Impurity 19
  • methyl N-(4-methylphenyl)sulfonylcarbamate
  • METHYL (4-METHYLPHENYL)SULFONYLCARBAMATE
  • 14437-03-7
  • Aromatics
  • Heterocycles
  • Impurities
  • Sulfur & Selenium Compounds