31465-25-5

Usage

Uses

Used in Pharmaceutical and Chemical Industries:
Sodium 4-hydroxybutane-1-sulphonate is used as an impurity in the production of β-cyclodextrin for various pharmaceutical and chemical applications. Its presence may affect the purity and quality of the final product, and thus, it is essential to monitor and control its levels during the manufacturing process.

InChI:InChI=1/C4H10O4S.Na.H/c5-3-1-2-4-9(6,7)8;;/h5H,1-4H2,(H,6,7,8);;/q;+1;-1

Synthetic route

4-Chlorobutyl acetate (6962-92-1) → sodium 4-hydroxybutane-1-sulfonate (31465-25-5)

Conditions	Yield
Stage #1: 4-Chlorobutyl acetate With water; sodium sulfite for 20h; Heating / reflux; Stage #2: With hydrogenchloride In water for 2h; Heating / reflux; Stage #3: With sodium hydroxide In water at 20℃;	100%
With sodium sulfide In water for 20h; Heating;
With sodium sulfite In water at 100℃; for 15h; Temperature;	19.3 g

1,4-butane sultone (1633-83-6) → sodium 4-hydroxybutane-1-sulfonate (31465-25-5)

Conditions	Yield
With sodium hydroxide

homoalylic alcohol (627-27-0) → sodium 4-hydroxybutane-1-sulfonate (31465-25-5)

Conditions	Yield
With dihydrogen peroxide; sodium hydrogensulfite; sodium sulfite In water at 40℃; for 2.67h; pH=6.5 - 7.5; Reagent/catalyst; Temperature;

sodium 4-hydroxybutane-1-sulfonate (31465-25-5) → 4-chloro-1-butanesulfonyl chloride (1633-84-7)

Conditions	Yield
Stage #1: sodium 4-hydroxybutane-1-sulfonate With trichlorophosphate at 0℃; Stage #2: With phosphorus pentachloride for 24h; Heating / reflux;	31%
With phosphorus pentachloride Yield given;

sodium 4-hydroxybutane-1-sulfonate (31465-25-5) → 4-chlorobutane-2-sulfonyl chloride (13105-15-2)

Conditions	Yield
With phosphorus pentachloride

sodium 4-hydroxybutane-1-sulfonate (31465-25-5) → 4-hydroxy-butane-1-sulfonic acid (26978-64-3)

Conditions	Yield
With sulfuric acid In ethanol at 50℃; for 3h; Temperature; Reagent/catalyst;

1-bromo-butane (109-65-9) + sodium 4-hydroxybutane-1-sulfonate (31465-25-5) → sodium 4‐butoxybutane‐1‐sulfonate

Conditions	Yield
With sodium hydroxide In water at 18 - 110℃; for 24h; Temperature;	360.2 g

Upstream product

• 1633-83-6 1,4-butane sultone 
• 627-27-0 homoalylic alcohol 
• 6962-92-1 4-Chlorobutyl acetate 

Downstream Products

• 26978-64-3 4-hydroxy-butane-1-sulfonic acid 
• 1633-84-7 4-chloro-1-butanesulfonyl chloride 

Relevant academic research and scientific papers

13C NMR of Acyclic Sulphonated Compounds Including Some Fluorosulphonic Acids: a Chemical Shift Study

A chemical shift analysis of the 13C NMR spectra of more than 50 acyclic sulphonic acids, alkali metal sulphonates and methyl ester was carried out.Chemical shift increment systems with n-alkenes as reference molecules were established for linear alkanesulphonates and alk-2-enesulphonates.Some short-chain fluorinated sulphonic acids were also studied, especially pentafluorothio derivatives.C-F spin-spin coupling constants were determined.Pauling electronegativity values for SO3H and SF5 groups were derived from α chemical shift increments. - Keywords: NMR; 13C NMR; chemical shift; sulphonated compounds; fluorosulphonic acids

Preparation method and application of alkyl ether sulfonyl fluoride compound

The invention belongs to the technical field of chemical synthesis methods, and particularly relates to a preparation method of an alkyl ether sulfonyl fluoride compound. The preparation method comprises the following steps: reacting an alkyl ether sodium sulfonate compound with a chlorination reagent to obtain an alkyl ether sulfonyl chloride compound; and reacting the alkyl ether sulfonyl chloride compound with a nucleophilic fluorination reagent to obtain the alkyl ether sulfonyl fluoride compound. A preparation method for the alkyl ether sodium sulfonate compound comprises the following steps: (1) reacting tetrahydrofuran with acetyl chloride to obtain 4-chlorobutyl acetate; (2) carrying out a sulfonation reaction on the 4-chlorobutyl acetate obtained in the step (1) and sodium sulfiteto obtain sodium 4-hydroxybutanesulfonate; and (3) reacting the sodium 4-hydroxybutanesulfonate obtained in the step (2) with sodium hydroxide and brominated alkane to obtain the alkyl ether sodium sulfonate compound. The alkyl ether sulfonyl fluoride compound obtained by using the preparation method can be used as a precursor of an existing perfluorochemical, and has the characteristics that thealkyl ether sulfonyl fluoride compound is easy to degrade, degraded substances have lower toxicity or bioaccumulation and the like.

1,4-butane sultone and synthesis process thereof

1,4-butane sultone and a synthesis process thereof relate to the field of fine chemical engineering. The synthesis process comprises the steps: performing sulfonation on 3-butylene-1-alcohol or 3-butylene-1-chlorine serving as a raw material and a sulfonating agent under the oxidation-reduction of an initiator; performing acidification after the reaction is finished; performing lactonization by high vacuum dehydration cyclization and azeotropic dehydration cyclization; and finally refining to obtain a 1,4-butane sultone finished product. The synthesis process of the 1,4-butane sultone, provided by the invention, is easily available in raw materials, few in synthesis steps, high in yield, high in product purity and suitable for industrialized production. The invention also provides the 1,4-butane sultone which is prepared by the synthesis process and has high purity.

Substituted 1,2-ethylenediamines, Methods for Preparing Them and Uses Thereof

The present invention relates to substituted 1,2-ethylenediamines of general formula (I) wherein the groups R1 to R15, A, B, L, i as well as X1-X4 are defined as in the specification and claims and the use thereof for the treatment of Alzheimer's disease (AD) and similar diseases.

N-Nitroso Sultams: On the Direction of Approach of Nucleophiles to the Sulfonyl Group

The N-nitroso derivatives of propanesultam, butanesultam, and pentanesultam were synthesized along with N-nitropropanesultam and N-nitro-N-methylmethanesulfonamide.The decompositions of the N-nitroso sultams, wich increase in rate with increasing ring size, yield the corresponding sultones and also varying amounts of regenerated sultams.These reactions are discussed in terms of higher energy pathway involving approach of the nucleophile in a direction between of sulfonyl oxygens (on the O, O, N face) and a lower energy pathway involving the conformer which permits approach of the nucleophile trans to and colinear with one of the coordinate covalent oxygen atoms (on R, O, N face). The mechanisms of the decomposition of the N-nitro sulfonamides and the tosyloxy diimide N-oxides are also discussed.N-nitrosopropanesultam (and the butyl analoque) are potent inhibitors of proteinase α-chymotrypsin.