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2-Isopropyl-4-(methylaminomethyl)thiazole

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2-Isopropyl-4-(methylaminomethyl)thiazole manufacturers

2-Isopropyl-4-(methylaminomethyl)thiazole Basic information
Product Name:2-Isopropyl-4-(methylaminomethyl)thiazole
Synonyms:N-Methyl-2-isopropyl-4-thiazoleMethylaMine;2-isopropyl-4-(N-methyl)aminomethylthiazole;N-methyl-1-(2-propan-2-yl-1,3-thiazol-4-yl)methanamine;2-ISOPROPYL-4-(METHYLAMINOMETHYL)THIAZOLE;1-(2-Isopropylthiazol-4-yl)-N-methyl methanamine;2-isopropyl-1,3-thiazol-4-methylmethanamine hydrochloride;2-Isopropyl-4-(Methylaminomethyl)Thiazole(IntermediateOfRitonavir);N-methyl-(2-isopropyl-1,3-thiazol-4-yl)methylamine
CAS:154212-60-9
MF:C8H14N2S
MW:170.28
EINECS:414-800-6
Product Categories:
Mol File:154212-60-9.mol
2-Isopropyl-4-(methylaminomethyl)thiazole Structure
2-Isopropyl-4-(methylaminomethyl)thiazole Chemical Properties
Boiling point 230.9±15.0 °C(Predicted)
density 1.039±0.06 g/cm3(Predicted)
storage temp. 2-8°C, protect from light
pka8.06±0.10(Predicted)
AppearanceColorless to light yellow Liquid
InChIInChI=1S/C8H14N2S/c1-6(2)8-10-7(4-9-3)5-11-8/h5-6,9H,4H2,1-3H3
InChIKeyHWSFABGWAXURNG-UHFFFAOYSA-N
SMILESS1C=C(CNC)N=C1C(C)C
CAS DataBase Reference154212-60-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,N
Risk Statements 21/22-38-41-51/53
Safety Statements 26-36/37/39-61
HS Code 2934100090
MSDS Information
2-Isopropyl-4-(methylaminomethyl)thiazole Usage And Synthesis
Uses2-Isopropyl-4-(methylaminomethyl)thiazole is mainly used as a fine Chemical and intermediate.
Pharmaceutical ApplicationsRitonavir is human immunodeficiency virus -1 (HIV-1) and human immunodeficiency virus -2 (HIV-2) aspartic acid egg Oral effective inhibitor of white enzyme, which can slow down sprawlings of the HIV in cell. When synthesizing Ritonavir, the intermediate of Ritonavir, 2-Isopropyl-4-(methylaminomethyl)thiazole, need to be made in advance.
Synthesis
5-CHLOROMETHYL-2-ISOPROPYL-THIAZOLE

40516-57-2

Methylamine

74-89-5

2-Isopropyl-4-(methylaminomethyl)thiazole

154212-60-9

To a 250 mL three-necked flask was added 4-(chloromethyl)-2-isopropylthiazole (9 g, 0.05 mol) and 40% aqueous methylamine solution (100 mL). The reaction mixture was heated to 50-60 °C and the reaction was stirred at this temperature overnight. After the reaction was completed, the mixture was cooled to room temperature. Dichloromethane (100 mL) and isopropanol (30 mL) were added to the reaction mixture, which was stirred thoroughly and left to stratify. The aqueous phase was separated and the aqueous phase was extracted with dichloromethane 3 times. All organic phases were combined and dried with anhydrous sodium sulfate. The dried organic phase was filtered and the filtrate was concentrated under reduced pressure to remove the solvent. The crude product was purified by column chromatography (silica gel, appropriate eluent) to afford 2-isopropyl-4-(methylaminomethyl)thiazole (6.5 g, 74% yield) as a colorless liquid.

References[1] Patent: CN104557763, 2017, B. Location in patent: Paragraph 0026; 0034; 0035; 0036; 0046; 0056; 0064-0066
[2] Patent: WO2006/90270, 2006, A1. Location in patent: Page/Page column 8-9
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