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Cas Database

5036-02-2

5036-02-2

Identification

  • Product Name:tetramisole

  • CAS Number: 5036-02-2

  • EINECS:225-729-3

  • Molecular Weight:204.296

  • Molecular Formula: C11H12N2S

  • HS Code:2934100090

  • Mol File:5036-02-2.mol

Synonyms:Imidazo[2,1-b]thiazole,2,3,5,6-tetrahydro-6-phenyl-, (?à)- (8CI);(?à)-2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole;(?à)-Tetramisole;2,3,5,6-Tetrahydro-6-phenylimidazo[2,1-b]thiazole;6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole;Ashitetra;Duxamintic;Nilverm base;Tetramisol;Tetramisole;dl-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazole;dl-Tetramisol;dl-Tetramisole;(+)-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazole;(±)-Tetramisole;6-Phenyl-2,3,5,6-tetrahydroimidazo(2,1-b)thiazole;6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazol;

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  • Manufacture/Brand
  • Product Description
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  • Manufacture/Brand:Crysdot
  • Product Description:6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole 95+%
  • Packaging:5g
  • Price:$ 671
  • Delivery:In stock
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:TETRAMISOLE 95.00%
  • Packaging:5G
  • Price:$ 823.46
  • Delivery:In stock
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  • Manufacture/Brand:Alichem
  • Product Description:6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole
  • Packaging:1g
  • Price:$ 400
  • Delivery:In stock
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Relevant articles and documentsAll total 8 Articles be found

Preparation method of tetraimidazole hydrochloride

-

Paragraph 0026-0044, (2021/02/13)

The invention provides a preparation method of tetraimidazole hydrochloride, which comprises the following steps: preparing tetraimidazole; the preparation method comprises the following step: reacting tetraimidazole, 1, 2-dibromoethyl benzene and 2-aminothiazoline hydrochloride to generate tetraimidazole. The synthetic route is shorter, the comprehensive yield is higher than that of other processroutes, styrene is used as an initiator, tetra-imidazole free alkali is used as a final product, the yield of the hydroxysalt process route is about 65%, the yield of the N (2chloroethyl) alpha (chloromethyl) benzylamine hydrochloride process route is about 72%, and the yield can reach 85% or above when the patent route is used. Meanwhile, the problem of large amount of waste water and waste saltgenerated by multi-step reactions such as chlorination, hydrolysis and cyclization is avoided, the investment of reaction equipment such as an autoclave is avoided, the green chemical engineering requirement is met, the economic benefit is remarkable, and the industrial prospect is good.

Total Synthesis of (+)-Granatumine A and Related Bislactone Limonoid Alkaloids via a Pyran to Pyridine Interconversion

Schuppe, Alexander W.,Zhao, Yizhou,Liu, Yannan,Newhouse, Timothy R.

supporting information, p. 9191 - 9196 (2019/06/17)

We report the first total synthesis of (+)-granatumine A, a limonoid alkaloid with PTP1B inhibitory activity, in ten steps. Over the course of this study, two key methodological advances were made: a cost-effective procedure for ketone α,β-dehydrogenation using allyl-Pd catalysis, and a Pd-catalyzed protocol to convert epoxyketones to 1,3-diketones. The central tetrasubstituted pyridine is formed by a convergent Knoevenagel condensation and carbonyl-selective electrocyclization cascade, which was followed by a direct transformation of a 2H-pyran to a pyridine. These studies have led to the structural revision of two members of this family.

Processes for the preparation of tetramisole

-

, (2008/06/13)

Processes for reacting arylvinyl oxides and alkoxyethylamines to provide novel N-substituted alkoxyethylamines; processes for reacting the novel N-substituted amines with nitriles to provide novel amidoamines; processes for preparing novel diamines from the amidoamines, together with the novel nitrogen-containing products so produced, such products being useful for the preparation of various imidazothiazoles including tetramisole.

Process route upstream and downstream products

Process route

N-(2-chloroethyl)-α-(chloromethyl)benzylamine hydrochloride

N-(2-chloroethyl)-α-(chloromethyl)benzylamine hydrochloride

thiourea
17356-08-0

thiourea

Tetramisole
5036-02-2

Tetramisole

Conditions
Conditions Yield
With sodium hydroxide; In aq. buffer; at 80 - 85 ℃; for 5.5h; pH=9; pH-value;
91.58%
2-amino-4,5-dihydrothiazole hydrochloride
3882-98-2

2-amino-4,5-dihydrothiazole hydrochloride

(1,2-dibromoethyl)benzene
102921-26-6,93-52-7

(1,2-dibromoethyl)benzene

Tetramisole
5036-02-2

Tetramisole

Conditions
Conditions Yield
2-amino-4,5-dihydrothiazole hydrochloride; (1,2-dibromoethyl)benzene; With sodium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 2h;
In N,N-dimethyl-formamide; at 160 ℃; for 16h; Temperature; Reagent/catalyst;
87.54%
tetramisole hydrochloride
5086-74-8,74191-78-9

tetramisole hydrochloride

Tetramisole
5036-02-2

Tetramisole

Conditions
Conditions Yield
With sodium hydroxide; In diethyl ether; water; at 20 ℃; for 0.5h; Inert atmosphere;
95%
2-imino-3-(2-hydroxy-2-phenylethyl)thiazolidine
10060-88-5

2-imino-3-(2-hydroxy-2-phenylethyl)thiazolidine

Tetramisole
5036-02-2

Tetramisole

Conditions
Conditions Yield
With thionyl chloride; acetic anhydride; at 60 ℃; for 10h;
70%
With thionyl chloride; In 1,2-dichloro-ethane;
With thionyl chloride; sodium hydrogencarbonate; In chloroform; for 1h; Heating;
[3-(2-chloro-2-phenyl-ethyl)-thiazolidin-2-ylidene]-amine; hydrochloride
15643-70-6

[3-(2-chloro-2-phenyl-ethyl)-thiazolidin-2-ylidene]-amine; hydrochloride

Tetramisole
5036-02-2

Tetramisole

Conditions
Conditions Yield
With sodium carbonate;
1-(2-hydroxy-ethyl)-4-phenyl-imidazolidine-2-thione
69510-65-2

1-(2-hydroxy-ethyl)-4-phenyl-imidazolidine-2-thione

d,l-tetramisole

d,l-tetramisole

Tetramisole
5036-02-2

Tetramisole

Conditions
Conditions Yield
In hydrogenchloride;
2-(2-imino-thiazolidin-3-yl)-1-phenyl-ethanone; hydrobromide
4335-26-6

2-(2-imino-thiazolidin-3-yl)-1-phenyl-ethanone; hydrobromide

Tetramisole
5036-02-2

Tetramisole

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 63 percent / sodium borohydride / methanol
2: 70 percent / acetic anhydride, thionyl chloride / 10 h / 60 °C
With sodium tetrahydroborate; thionyl chloride; acetic anhydride; In methanol;
Multi-step reaction with 2 steps
1: NaBH4 / ethanol / 1 h / 5 - 10 °C
2: SOCl2, NaHCO3 / CHCl3 / 1 h / Heating
With sodium tetrahydroborate; thionyl chloride; sodium hydrogencarbonate; In ethanol; chloroform;
2-[2-(2-hydroxy-2-phenyl-ethylamino)-ethyl]-isothiourea
36986-90-0

2-[2-(2-hydroxy-2-phenyl-ethylamino)-ethyl]-isothiourea

Tetramisole
5036-02-2

Tetramisole

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: aq. HCl
2: SOCl2 / 1,2-dichloro-ethane
With hydrogenchloride; thionyl chloride; In 1,2-dichloro-ethane;
α-bromoacetophenone
70-11-1

α-bromoacetophenone

Tetramisole
5036-02-2

Tetramisole

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: 79 percent / acetonitrile / 12 h / 10 °C
2: 63 percent / sodium borohydride / methanol
3: 70 percent / acetic anhydride, thionyl chloride / 10 h / 60 °C
With sodium tetrahydroborate; thionyl chloride; acetic anhydride; In methanol; acetonitrile;
tetramisole hydrochloride
5086-74-8,74191-78-9

tetramisole hydrochloride

Tetramisole
5036-02-2

Tetramisole

Conditions
Conditions Yield

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