2-Chloro-5-methylthiazole

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2-Chloro-5-methylthiazole Basic information
Product Name:2-Chloro-5-methylthiazole
Synonyms:2-CHLORO-5-METHYLTHIAZOLE;2-CHLORO-5-METHYLTHIAZOLE(PHENYLOXINDOLE);2-chloro-5-methyl-1,3-thiazole;Thiazole,2-chloro-5-Methyl-;chloro-5-methylthiazole;2-Chloro-5-methylthiazole, CAS 33342-65-3
CAS:33342-65-3
MF:C4H4ClNS
MW:133.6
EINECS:
Product Categories:
Mol File:33342-65-3.mol
2-Chloro-5-methylthiazole Structure
2-Chloro-5-methylthiazole Chemical Properties
Boiling point 51-58 °C(Press: 11.5 Torr)
density 1.331±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka1.32±0.10(Predicted)
AppearanceColorless to light yellow Liquid
CAS DataBase Reference33342-65-3(CAS DataBase Reference)
Safety Information
HS Code 2934100090
MSDS Information
2-Chloro-5-methylthiazole Usage And Synthesis
Uses2-Chloro-5-methylthiazole is used as a pesticide intermediate.
Synthesis
2-Amino-5-methylthiazole

7305-71-7

2-Chloro-5-methylthiazole

33342-65-3

(1) Preparation of 2-chloro-5-methylthiazole: 72 g (0.6 mol) of tert-butyronitrile was dissolved in 1.5 L of anhydrous acetonitrile to prepare a solution. Under nitrogen protection, 65 g (0.48 mol) of anhydrous copper (II) chloride was added to the reaction vessel. Under vigorous stirring and nitrogen atmosphere, the tert-butyl nitrile solution was slowly added to the reaction vessel. Subsequently, 45.6 g (0.40 mol) of 2-amino-5-methylthiazole was added in batches at 25 °C for about 40 min addition. The reaction mixture was continued to be stirred at 25°C for 2 hours. Upon completion of the reaction, the reaction was quenched by the addition of 20% hydrochloric acid solution. The solvent was removed by distillation under reduced pressure. To the residue, 300 mL of chloroform was added and the organic phase was washed with saturated saline (100 mL x 3). The organic layer was dried with anhydrous magnesium sulfate and the solvent was removed by distillation under reduced pressure to give 49.7 g of 2-chloro-5-methylthiazole in 93% yield.

References[1] Patent: CN108164522, 2018, A. Location in patent: Paragraph 0027; 0028; 0032; 0036
[2] Patent: CN108276357, 2018, A. Location in patent: Paragraph 0024; 0025; 0031
[3] Patent: CN105622542, 2016, A. Location in patent: Paragraph 0014; 0015
[4] Chemistry - A European Journal, 2018, vol. 24, # 55, p. 14622 - 14626
[5] Patent: US5811555, 1998, A
Tag:2-Chloro-5-methylthiazole(33342-65-3) Related Product Information
tert-Butyldimethylsilyl chloride 2-Chlorothiazole DIMETHYLTHEXYLSILYL CHLORIDE 5-Methylthiazole 2-Chloro-5-chloromethylthiazole Chloromethane 2-Methyl-4-isothiazolin-3-one Vinylbenzyl chloride 4-(Chloromethyl)benzoic acid Difluorochloromethane 2-Chloro-4-methyl-thiazole Chloromethyl methyl ether 2-CHLORO-4-METHYLTHIAZOLE-5-SULFONAMIDE ETHYL 2-CHLORO-4-METHYLTHIAZOLE-5-CARBOXYLATE 2-Chloro-5-methylthiazole 5-chloro-4-methylthiazole 2-Amino-5-chloro-4-methylthiazole 4-(4-BROMOPHENYL)-2-CHLORO-5-METHYLTHIAZOLE