ChemicalBook--->CAS DataBase List--->3034-57-9

3034-57-9

3034-57-9 Structure

3034-57-9 Structure
IdentificationBack Directory
[Name]

2-Amino-5-bromo-4-methylthiazole
[CAS]

3034-57-9
[Synonyms]

5-Bromo-4-methyl-2-thiazolamine
2-Amino-5-bromo-4-methylthiazole
2-ThiazolaMine, 5-broMo-4-Methyl-
5-bromo-4-methyl-1,3-thiazol-2-amine
(5-bromo-4-methyl-thiazol-2-yl)amine
2-Amino-5-bromo-4-methyl-1,3-thiazole
[Molecular Formula]

C4H5BrN2S
[MDL Number]

MFCD09260911
[MOL File]

3034-57-9.mol
[Molecular Weight]

193.06
Chemical PropertiesBack Directory
[Melting point ]

105-108.5 °C (decomp)
[Boiling point ]

298.3±20.0 °C(Predicted)
[density ]

1.806±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
[solubility ]

DMSO (Sparingly)
[form ]

Solid
[pka]

4.55±0.10(Predicted)
[color ]

Very Dark Brown
[InChI]

1S/C4H5BrN2S/c1-2-3(5)8-4(6)7-2/h1H3,(H2,6,7)
[InChIKey]

XZYIDZIGJVUTKE-UHFFFAOYSA-N
[SMILES]

NC1=NC(C)=C(Br)S1
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

41
[Safety Statements ]

26-39
[WGK Germany ]

WGK 3
[HS Code ]

2934100090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Dam. 1
Hazard InformationBack Directory
[Uses]

5-Bromo-4-methyl-1,3-thiazol-2-amine is used in the synthesis of poly(4-(p-alkoxystyryl)thiazole)s for solar cells.
[Synthesis]

2-Amino-4-methylthiazole

1603-91-4

5-Bromo-4-methyl-thiazol-2-amine

3034-57-9

Step 1: Synthesis of 2-amino-5-bromo-4-methylthiazole A solution of bromine in chloroform (consisting of 66.7 mL (1.30 mol) of Br2 in 1000 mL of CHCl3) was slowly added dropwise to 120 g (1.05 mol) of 2-amino-4-methylthiazole dissolved in 2300 mL of CHCl3 while stirring continuously. Precipitation generation was observed during the dropwise addition. The reaction mixture was stirred continuously at room temperature for 48 hours. Upon completion of the reaction, the reaction mixture was filtered and the solid product was collected. The solid product was washed sequentially with dichloromethane and pentane to remove impurities. Subsequently, hydrobromide was dissolved in 2000 mL of water and the pH was adjusted to alkaline by adding 850 mL of 10% aqueous sodium bicarbonate. The aqueous phase was extracted with dichloromethane and the organic phases were combined and dried with anhydrous sodium sulfate. After removing the solvent by distillation under reduced pressure, a brown crystalline product was obtained. Yield: 155 g (crude yield: 76%). Melting point: 112-113 °C. 1H NMR (δ ppm, DMSO): 2.05 (s, 3H, CH3); 7.15 (s, 2H, NH2).

[References]

[1] Patent: US5322846, 1994, A
[2] Chemische Berichte, 1939, vol. 72, p. 1470,1474
[3] Bulletin de la Societe Chimique de France, 1954, p. 1048,1052
[4] Patent: US2457078, 1944,
[5] Chemische Berichte, 1939, vol. 72, p. 1470,1474
Spectrum DetailBack Directory
[Spectrum Detail]

2-Amino-5-bromo-4-methylthiazole(3034-57-9)1HNMR
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