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22962-97-6

22962-97-6

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Relevant articles and documentsAll total 1 Articles be found

On the tautomerism of 2,4-disubstituted thiazolones

Lin, Yuhui,Andersen, Kenneth K.

, p. 557 - 563 (2007/10/03)

Four series of thiazolones - 2-phenyl-, 2-ethyl, 2-ethoxy, and 2-(ethylthio)thiazol-5-ones - have been synthesized. The tautomeric behavior of these thiazolones is discussed, and the keto form II, i.e. 2-ethylthiazol-5(2H)one has been characterized by IR, 1H and 11C NMR spectroscopic methods for the first time.

Process route upstream and downstream products

Process route

<i>N</i>-thiobenzoyl-alanine amide
857942-97-3

N-thiobenzoyl-alanine amide

4-methyl-2-phenylthiazolone
22962-97-6

4-methyl-2-phenylthiazolone

Conditions
Conditions Yield
With trifluoroacetic acid; at 20 ℃; for 12h;
93%
<i>N</i>-thiobenzoyl-<i>DL</i>-alanine
2584-86-3

N-thiobenzoyl-DL-alanine

4-methyl-2-phenylthiazolone
22962-97-6

4-methyl-2-phenylthiazolone

Conditions
Conditions Yield
In diethyl ether;
With trifluoroacetic acid;
methyl thiobenzoate
5873-86-9

methyl thiobenzoate

4-methyl-2-phenylthiazolone
22962-97-6

4-methyl-2-phenylthiazolone

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: aqueous NaOH
With sodium hydroxide;
4-methyl-2-phenylthiazolone
22962-97-6

4-methyl-2-phenylthiazolone

Conditions
Conditions Yield
N-(thiobenzoyl)glycine
2584-64-7

N-(thiobenzoyl)glycine

acetic anhydride
108-24-7

acetic anhydride

4-methyl-2-phenylthiazolone
22962-97-6

4-methyl-2-phenylthiazolone

Conditions
Conditions Yield
4-methyl-2-phenylthiazolone
22962-97-6

4-methyl-2-phenylthiazolone

4,4'-Dimethyl-2,2'-diphenyl-4H,4'H-[4,4']bithiazolyl-5,5'-dione
112156-87-3

4,4'-Dimethyl-2,2'-diphenyl-4H,4'H-[4,4']bithiazolyl-5,5'-dione

Conditions
Conditions Yield
With potassium permanganate; In water; acetic acid; at 55 - 60 ℃; for 0.333333h;
93%
With oxygen; methylene blue; In dichloromethane; for 3h; Irradiation;
65%
With oxygen; In dichloromethane; Mechanism; Irradiation; effect of methylene blue sensitizer;
54%
With oxygen; methylene blue; In dichloromethane; Irradiation;
54%
4-methyl-2-phenylthiazolone
22962-97-6

4-methyl-2-phenylthiazolone

1-Phenylethynyl-1H-1λ<sup>3</sup>-benzo[d][1,2]iodoxol-3-one

1-Phenylethynyl-1H-1λ3-benzo[d][1,2]iodoxol-3-one

(R)-4-methyl-2-phenyl-4-(phenylethynyl)thiazol-5(4H)-one

(R)-4-methyl-2-phenyl-4-(phenylethynyl)thiazol-5(4H)-one

4-methyl-2-phenyl-4-(phenylethynyl)thiazol-5(4H)-one

4-methyl-2-phenyl-4-(phenylethynyl)thiazol-5(4H)-one

Conditions
Conditions Yield
With potassium phosphate tribasic trihydrate; ((2S)-2-(3-(3,5-bis(trifluoromethyl)phenyl)thioureido)-3-methylpentyl)(3,5-di-tert-butylbenzyl)diphenylphosphonium bromide; In toluene; at 0 ℃; Overall yield = 65 percent; Overall yield = 18.92 mg; enantioselective reaction; Inert atmosphere;
49 % ee
4-methyl-2-phenylthiazolone
22962-97-6

4-methyl-2-phenylthiazolone

4-benzyl-2-phenylthiazol-5(4H)-one
22963-07-1

4-benzyl-2-phenylthiazol-5(4H)-one

4,4'-Dimethyl-2,2'-diphenyl-4H,4'H-[4,4']bithiazolyl-5,5'-dione
112156-87-3

4,4'-Dimethyl-2,2'-diphenyl-4H,4'H-[4,4']bithiazolyl-5,5'-dione

4-Benzyl-4'-methyl-2,2'-diphenyl-4H,4'H-[4,4']bithiazolyl-5,5'-dione

4-Benzyl-4'-methyl-2,2'-diphenyl-4H,4'H-[4,4']bithiazolyl-5,5'-dione

4,4'-Dibenzyl-2,2'-diphenyl-4H,4'H-[4,4']bithiazolyl-5,5'-dione
199447-37-5

4,4'-Dibenzyl-2,2'-diphenyl-4H,4'H-[4,4']bithiazolyl-5,5'-dione

Conditions
Conditions Yield
With potassium permanganate; In water; acetic acid; at 55 - 60 ℃; for 0.333333h; Title compound not separated from byproducts;
4-methyl-2-phenylthiazolone
22962-97-6

4-methyl-2-phenylthiazolone

(Z)-4-benzylidene-2-phenylthiazol-5(4H)-one
82865-29-0

(Z)-4-benzylidene-2-phenylthiazol-5(4H)-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: KMnO4 / H2O; acetic acid / 0.33 h / 55 - 60 °C
2: 61 percent / triethylamine / tetrahydrofuran / 36 h / Heating
With potassium permanganate; triethylamine; In tetrahydrofuran; water; acetic acid;
Multi-step reaction with 2 steps
1: KMnO4 / H2O; acetic acid / 0.33 h / 55 - 60 °C
2: 63 percent / acetonitrile / 36 h / Heating
With potassium permanganate; In water; acetic acid; acetonitrile;
Multi-step reaction with 2 steps
1: KMnO4 / H2O; acetic acid / 0.33 h / 55 - 60 °C
2: 63 percent / benzoic hydrazide / acetonitrile / 36 h / Heating
With potassium permanganate; benzoic acid hydrazide; In water; acetic acid; acetonitrile;
4-methyl-2-phenylthiazolone
22962-97-6

4-methyl-2-phenylthiazolone

N-[2-(N'-Benzoyl-hydrazino)-1-benzyl-2-oxo-ethyl]-thiobenzamide

N-[2-(N'-Benzoyl-hydrazino)-1-benzyl-2-oxo-ethyl]-thiobenzamide

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: KMnO4 / H2O; acetic acid / 0.33 h / 55 - 60 °C
2: 35 percent / acetonitrile / 36 h / Heating
With potassium permanganate; In water; acetic acid; acetonitrile;
Multi-step reaction with 2 steps
1: KMnO4 / H2O; acetic acid / 0.33 h / 55 - 60 °C
2: 35 percent / benzoic hydrazide / acetonitrile / 36 h / Heating
With potassium permanganate; benzoic acid hydrazide; In water; acetic acid; acetonitrile;

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