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Thiodiglycolic Anhydride

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Thiodiglycolic Anhydride Basic information
Product Name:Thiodiglycolic Anhydride
Synonyms:2,2'-THIODIACETIC ACID ANHYDRIDE;THIODIGLYCOLIC ANHYDRIDE;1-Oxa-4-thia-cyclohexan-2,6-dione;1,4-Oxathiane-2,6-dione~2,2-Thiodiacetic acid anhydride;1,4-Oxathiane-2,6-dione (Thiodiglycolic anhydride);1,4-OXATHIANE-2,6-DIONE
THIODIGLYCOLIC ANHYDRIDE
;2,2'-Thiobisacetic anhydride;Thiodilycolic Anhydride
CAS:3261-87-8
MF:C4H4O3S
MW:132.14
EINECS:608-761-6
Product Categories:
Mol File:3261-87-8.mol
Thiodiglycolic Anhydride Structure
Thiodiglycolic Anhydride Chemical Properties
Melting point 94 °C
Boiling point 158-159 °C(Press: 12 Torr)
density 1.468±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility DMSO, Methanol (Sparingly)
form Solid
color White to Off-White
Sensitive Moisture Sensitive
BRN 112528
InChIInChI=1S/C4H4O3S/c5-3-1-8-2-4(6)7-3/h1-2H2
InChIKeyRIIUAPMWDSRBSH-UHFFFAOYSA-N
SMILESO1C(=O)CSCC1=O
CAS DataBase Reference3261-87-8(CAS DataBase Reference)
Safety Information
Hazard Codes C,Xn
Risk Statements 20/21/22-34-22
Safety Statements 26-36/37/39
RIDADR 3261
Hazard Note Corrosive
PackingGroup III
HS Code 2934999090
MSDS Information
ProviderLanguage
ALFA English
Thiodiglycolic Anhydride Usage And Synthesis
Chemical PropertiesWhite needle-shaped crystal
UsesThiodiglycolic Anhydride is used as a reagent in the synthesis of positively charged compounds as SERT inhibitors useful in the treatment of central nervous system (CNS) disorders.
Synthesis
Thiodiglycolic acid

123-93-3

Thiodiglycolic Anhydride

3261-87-8

3.0 g of 2,2'-thiodiacetic acid was accurately weighed in a 50 mL round bottom flask. To the flask was added 15 mL of acetic anhydride as reaction solvent. The reaction mixture was heated to 65 °C and kept at reflux for 4 hours. Upon completion of the reaction, the excess acetic anhydride and the by-product acetic acid were removed by distillation under reduced pressure. Subsequently, an appropriate amount of ether was added to the residue and the evaporation operation was repeated 2-3 times to purify the product. The final product was obtained as 2,2'-thiodiacetic anhydride in the form of a white solid powder and the product was dried at 40 °C overnight in 98.7% yield.

References[1] Patent: CN108245683, 2018, A. Location in patent: Paragraph 0051; 0053
[2] Organic Letters, 2015, vol. 17, # 15, p. 3930 - 3933
[3] Tetrahedron Letters, 2017, vol. 58, # 32, p. 3160 - 3163
[4] Tetrahedron Letters, 2002, vol. 43, # 8, p. 1519 - 1522
[5] Tetrahedron Letters, 2017, vol. 58, # 37, p. 3672 - 3677
Thiodiglycolic Anhydride Preparation Products And Raw materials
Raw materials2,2'-Thiodiacetic acid-->Acetyl chloride-->Acetic anhydride-->Trifluoroacetic anhydride
Preparation ProductsErdosteine
Tag:Thiodiglycolic Anhydride(3261-87-8) Related Product Information
o-Anisaldehyde 4-Chlorobenzoic acid 4-Methoxyphenylacetic acid 3-(4-Hydroxyphenyl)propionic acid Octadecylphosphonic acid 4-Bromochlorobenzene THIODIGLYCOLIC ANHYDRIDE, (2,2'-THIODIACETIC ACID ANHYDRIDE) 1,4-Oxathiane 3-METHYL-1,4-OXATHIANE-2,6-DIONE THIODIGLYCOLIC ANHYDRIDE