10304-16-2

Usage

Uses

Used in Pharmaceutical Industry:
3-thietan-1-ol is used as a building block for the synthesis of various organic compounds, contributing to the development of new pharmaceutical products. Its unique chemical properties make it a valuable component in the creation of novel drug molecules.
Used in Fragrance Industry:
In the fragrance industry, 3-thietan-1-ol is used as a building block for the synthesis of various scent compounds. Its distinctive fishy and sulfur-like odor makes it a key ingredient in the creation of realistic fish and seafood flavorings.
Used in Organic Chemistry:
3-thietan-1-ol is used as a reagent in organic chemistry reactions, facilitating the synthesis of a wide range of organic compounds. Its versatility in chemical reactions makes it an essential tool for researchers and chemists in the field.
Safety Considerations:
Despite its strong odor, 3-thietan-1-ol is considered relatively safe when handled and used properly. However, exposure to high concentrations can cause irritation to the eyes, skin, and respiratory system, necessitating proper safety measures during its use.

InChI:InChI=1/C3H6OS/c4-3-1-5-2-3/h3-4H,1-2H2

Synthetic route

epichlorohydrin (106-89-8) → 3-thietanol (10304-16-2)

Conditions	Yield
benzyltriethylammonium tetrathiomolybdate In ethanol; acetonitrile at 28℃; for 3h;	90%
With hydrogen sulfide; potassium hydroxide In water at 60℃; for 18h;	51%

1,3-Dichloro-2-propanol (96-23-1) → 3-thietanol (10304-16-2)

Conditions	Yield
With sodium sulfide; triethylhexadecylammonium chloride In dichloromethane; water for 3h;	81%

oxiranyl-methanol (556-52-5) → 3-thietanol (10304-16-2)

Conditions	Yield
Stage #1: oxiranyl-methanol With dicyclohexyl-carbodiimide; copper(l) chloride at 28℃; Stage #2: benzyltriethylammonium tetrathiomolybdate In ethanol; acetonitrile at 28℃; Further stages.;	73%

2-(chloromethyl)thiirane (3221-15-6) + ammonium thiocyanate (1147550-11-5) → 3-thietanol (10304-16-2) + 3-Thietanyl isothiocyanate (59288-36-7)

Conditions	Yield
In water; benzene at 50℃; for 2h;	A 30% B 51%

Phenethyl-thiocarbamic acid S-(3-chloro-2-hydroxy-propyl) ester → 3-thietanol (10304-16-2)

Conditions	Yield
With phenethylamine In dimethyl sulfoxide at 50℃; for 2h; Yield given;

Phenethyl-thiocarbamic acid S-(3-bromo-2-hydroxy-propyl) ester → 3-thietanol (10304-16-2)

Conditions	Yield
With phenethylamine In dimethyl sulfoxide at 50℃; for 2h; Yield given;

(+-)-1-chloro-3-mercapto-propan-2-ol → 3-thietanol (10304-16-2)

Conditions	Yield
With alkaline solution

(+-) epichlorohydrin → 3-thietanol (10304-16-2)

Conditions	Yield
With alkali hydrogensulfide solution at 50℃;

1,3-Dichloro-2-propanol (96-23-1) → 3-thietanol (10304-16-2) + 4-hydroxy-1,2-dithiolane (27550-66-9) + 1,2,3-trithian-5-ol (69337-13-9)

Conditions	Yield
Stage #1: With sulfur; ethanolamine; hydrazine In water at 65℃; for 2.5h; Stage #2: 1,3-Dichloro-2-propanol With ethanolamine; hydrazine In water at 27 - 35℃; for 2h; Stage #3: In chloroform-d1 for 18h; Inert atmosphere;

2-(chloromethyl)thiirane (3221-15-6) → 3-thietanol (10304-16-2) + N-hydroxythietan-3-amine (1418193-25-5)

Conditions	Yield
With hydroxylamine In hexane; water at 50℃; for 15h;	A n/a B 244 mg

3-thietanol (10304-16-2) + chloro-trimethyl-silane (75-77-4) → 3-trimethylsilatothietane

Conditions	Yield
In pyridine 1.) 0 deg C, 1h, 2.) room temperature, 1h;	83%

3-thietanol (10304-16-2) → 3-hydroxythietane 1-oxide (24446-67-1)

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 18h; Ambient temperature;	64%

3-thietanol (10304-16-2) + 2,2'-dipyridyl carbonate (1659-31-0) → Carbonic acid pyridin-2-yl ester thietan-3-yl ester

Conditions	Yield
With triethylamine In dichloromethane at 24℃; for 12h;

3-thietanol (10304-16-2) → thioformaldehyde (865-36-1) + acetaldehyde (75-07-0)

Conditions	Yield
at 900℃; under 0.02 - 0.04 Torr;

3-thietanol (10304-16-2) + phthalimide (136918-14-4) + di-isopropyl ether (108-20-3) + diethylazodicarboxylate (1972-28-7) → 3-phthalimidoylthietane

Conditions	Yield
With triphenylphosphine In tetrahydrofuran

3-thietanol (10304-16-2) + 2-chloro-4-fluoro-5-[2-methoxy-6-oxo-4-trifluoromethyl-1(6H) pyrimidinyl]-benzoic acid (115784-94-6) → thietan-3-yl 2-chloro-4-fluoro-5-[2-methoxy-6-oxo-4-trifluoromethyl-1(6H)-pyrimidinyl]-benzoate

Conditions	Yield
With pyridine; hydrogenchloride; thionyl chloride In 1,4-dioxane; N-methyl-acetamide; hexane; water; benzene

3-thietanol (10304-16-2) + 2-chloro-5-(3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl)-4-fluoro-benzoic acid (120890-57-5) → thietan-3-yl 2-chloro-5-[3,6-dihydro-2 6-dioxo-3-methyl-4-trifluoromethyl-1(2H)-pyrimidinyl]-4-fluorobenzoate

Conditions	Yield
With pyridine; hydrogenchloride; thionyl chloride In 1,4-dioxane; N-methyl-acetamide; hexane; water; benzene

3-thietanol (10304-16-2) + thiourea (17356-08-0) → 3-mercaptothietane (597580-25-1)

Conditions	Yield
Stage #1: 3-thietanol; thiourea With hydrogenchloride In water at 30℃; for 25h; Stage #2: With ammonia In water at 30℃; for 16h;

3-thietanol (10304-16-2) → 3-mercaptothietane (597580-25-1)

Conditions	Yield
Stage #1: 3-thietanol With hydrogenchloride; thiourea In water at 30℃; for 25h; Stage #2: With ammonia In water at 30℃; for 16h;
Stage #1: 3-thietanol With hydrogenchloride; thiourea In water at 30℃; Stage #2: With ammonia In water at 30℃;
Stage #1: 3-thietanol With hydrogenchloride; thiourea In water at 30℃; for 25h; Stage #2: With ammonia In water at 30℃; for 16h;

Upstream product

• 96-23-1 1,3-Dichloro-2-propanol 
• 3221-15-6 2-(chloromethyl)thiirane 
• 1147550-11-5 ammonium thiocyanate 
• 106-89-8 epichlorohydrin 
• 556-52-5 oxiranyl-methanol 

Downstream Products

• 865-36-1 thioformaldehyde 
• 75-07-0 acetaldehyde 
• 1418193-22-2 3-pyridinium-thietane p-toluenesulfonate 

Relevant academic research and scientific papers

A Novel Synthesis of 3-Thietanols by Reactions of 2-(1-Haloalkyl)oxiranes with Monothiocarbamic Acid Salts

Several 3-thietanol derivatives were synthesized in good yields by stereospecific reactions of 2-(1-haloalkyl)oxiranes with monothiocarbamic acid salts.

NOVEL ANTHRANILAMIDES, THEIR USE AS INSECTICIDE AND PROCESSES FOR PREPARING THE SAME.

The present invention relates to novel anthranilamides of Formula I, wherein, the definition of W1, W2, B1, B2, D, Z1, E, R1, R3, R4, m is as described in the description. The present invention also relates to the composition, combination, use and method of application of the anthranilamides of Formula I.

PROCESSES FOR THE PREPARATION OF THIETANAMINE

The present invention provides processes for the preparation of compounds of formula (I) including processes comprising a. reacting a compound of formula (II) with a nucleophile in the presence of water to give a compound comprising a thietane moiety in which the carbon atom at the 3 position of the thietane moiety is bonded to a nitrogen atom; wherein the nucleophile is selected the group consisting of: N3-, a sulfonamide having two hydrogen atoms bound to the nitrogen atom, a diimide having a hydrogen atom bound to the nitrogen atom or an anion thereof, NH2OH and NH3; and b. when the nucleophile used in step a. is N3- or NH2OH, reacting the compound produced in step a. with a suitable reducing agent to give a compound of formula (I); or when the nucleophile used in step a. is a sulfonamide, reacting the compound produced in step a. with a reagent suitable for cleaving the S-N bond of the sulfonamide group to give a compound of formula (I); or when the nucleophile used in step a. is a diimide, reacting the compound produced in step a. with a reagent suitable for cleaving the C-N bond of the amide group to give a compound of formula (I). The invention also relates to intermediates useful for the preparation of compounds of formula (I).

COMPOUND, POLYMERIZABLE COMPOSITION, RESIN, AND USE OF THE COMPOSITION AND THE RESIN

Disclosed is a compound represented by the following general formula (1), wherein, in the formula, M1 represents Sb or Bi; X1 and X2 each independently represent a sulfur atom or an oxygen atom; R1 represents a divalent organic group; Y1 represents a monovalent inorganic or organic group; a represents a number of 1 or 2; b represents a number of 0 or an integer of not less than 1; c represents an integer of not less than 1 and not more than d; d represents a valence of M1; when d-c is not less than 2, a plurality of Y1s each independently represent a monovalent inorganic or organic group and may be bonded to each other to form an M1-containing ring; and e represents a number of 0 or an integer of not less than 1.

METAL THIETANE COMPOUND, POLYMERIZABLE COMPOSITION CONTAINING THE COMPOUND, RESIN AND USE OF THE RESIN

Disclosed is a metal thietane compound represented by the following general formula (120), (wherein, in the above general formula (120), M is a member selected from the group consisting of Bi, Sb, Ti, Zr and Ta; X1 and X2 are each independently a sulfur atom or an oxygen atom; R1 is a divalent organic group; the bond between M and T shown by a dotted line and a solid line represents a single or double bond; m is an integer of 0 or 1 or more; n is the number of valence of M; and p is an integer of equal to or more than 1 and equal to or less than n, provided that when r is 1, q is 0 and Y is a monovalent inorganic or organic group; when r is 1 and n-p-q is 2 or more, a plurality of Ys contained are each independently selected from monovalent inorganic or organic groups; when r is 1 and n-p-q is 2 or more, a plurality of Ys may be bonded to each other to form a ring containing M; when r is 2, n-p-q is 1 or 2 and Y is a divalent group; when r is 2 and n-p-q is 2, two Ys may form a ring together with two Ms; and when r is 2 and q is 2, a plurality of Ts contained are each independently selected from inorganic or organic groups).

Selective synthesis of isomeric dithioglycerols

Reactions of 2,3-dibromopropan-1-ol and 1,3-dichloropropan-2-ol with elemental sulfur activated in the system hydrazine hydrate-2-aminoethanol at 30-35°C gave oligomeric polysulfides which were subjected to reductive cleavage with formation of individual dithioglycerol isomers. Activation of sulfur with the use of alkali gives rise to mixtures of isomeric products.

Tetrathiomolybdate assisted epoxide ring opening with masked thiolates and selenoates: Multistep reactions in one pot

Tetrathiomolybdate provides an easy access to β-hydroxy disulfides, β-hydroxy sulfides, and selenides from epoxides in a tandem, multistep process in one pot. This strategy has been utilized effectively in the construction of thiabicylo[3.2.2]nonane derivative 24.

Reaction of 3-thietanyl isothiocyanate with aliphatic amines

Reaction of 3-thietanyl isothiocyanate with aliphatic amines results in quantitative yield of 3-thietanyl substituted thioureas.