2-Benzothiazolamine, 6-bromo-
6-BROMOBENZO[D]THIAZOL-2-AMINE · 6-BROMO-1,3-BENZOTHIAZOL-2-AMINE · MB-PP1 · AKOS B000348 · ART-CHEM-BB B000348 · IFLAB-BB F1386-0398 · 6-bromo-2-benzothiazolamin · 2-AMINO-6-BROMO BENTHIAZOLE
Identifiers & Physical Properties
| CAS No. | 15864-32-1 |
|---|---|
| Molecular formula | C7H5BrN2S |
| Average molar mass | 229.1 g/mol |
| Monoisotopic mass | 227.93568126 g/mol |
| SMILES | Nc1nc2ccc(Br)cc2s1 |
| InChIKey | VZEBSJIOUMDNLY-UHFFFAOYSA-N |
| PubChem CID | 85149 |
| ChEMBL | CHEMBL98352 |
| EC No. | 629-076-9 |
| DTXSID | DTXSID7065960 |
Chemical & Physical Properties
| XLogP | 2.9 |
|---|---|
| Topological polar surface area | 67.2 |
| Hydrogen bond donors | 1 |
| Hydrogen bond acceptors | 3 |
| Rotatable bonds | 0 |
| Heavy atoms | 11 |
| Formal charge | 0 |
| Complexity | 155 |
| SpringerMaterials Properties | Chemical shift |
| Melting point | 213-217 °C (lit.) |
| Boiling point | 366.8±34.0 °C(Predicted) |
| Density | 1.836±0.06 g/cm3(Predicted) |
| Storage conditions | Keep in dark place,Inert atmosphere,Room temperature |
| Solubility | soluble in Methanol |
| pKa (acidity coefficient) | 3.30±0.10(Predicted) |
| Physical state | Powder |
| Color | White |
| InChI | InChI=1S/C7H5BrN2S/c8-4-1-2-5-6(3-4)11-7(9)10-5/h1-3H,(H2,9,10) |
| InChIKey | VZEBSJIOUMDNLY-UHFFFAOYSA-N |
| SMILES | S1C2=CC(Br)=CC=C2N=C1N |
| CAS DataBase Reference | 15864-32-1(CAS DataBase Reference) |
| FDA UNII | 6HV373Y6FE |
| NIST Chemistry Reference | 2-Amino-6-bromobenzothiazole(15864-32-1) |
| EPA Substance Registry System | 2-Benzothiazolamine, 6-bromo- (15864-32-1) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H302-H317-H319 |
| GHS precautionary statements | P261-P264-P280-P301+P312-P302+P352-P305+P351+P338 |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Faceshields, Gloves |
| Hazard symbols | Xn,Xi |
| Risk statements (R) | 22-36-43 |
| Safety statements (S) | 26-36/37 |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| Hazard class | IRRITANTAcute Tox. 4 OralEye Irrit. 2Skin Sens. 1 |
| Customs code | 29342000 |
| Storage class | 11 - Combustible Solids |
Safety & Regulations
| GHS classification | WarningH302 (89.1%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 46 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (89.1%) |
| Personal protective equipment (PPE) | dust mask type N95 (US), Eyeshields, Faceshields, Gloves |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| Customs code | 29342000 |
| Risk statements (R) | 22-36-43 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xn,Xi |
| Safety statements (S) | 26-36/37 |
| Hazard class | IRRITANTAcute Tox. 4 OralEye Irrit. 2Skin Sens. 1 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H302-H317-H319 |
| GHS precautionary statements | P261-P264-P280-P301+P312-P302+P352-P305+P351+P338 |
Applications & Uses
Uses
2-Amino-6-bromobenzothiazole may be used in the synthesis of the following 2-amino-6-arylbenzothiazole compounds:6-p-tolylbenzo[d]thiazole-2-amine6-(4chlorophenyl)benzo[d]thiazole-2-amine6-(4-methoxyphenyl)benzo[d]thiazole-2-amine 6-(3,5-bis(triflouromethyl)phenyl)benzo[d]thiazole-2-amine6-phenylbenzo[d]thiazole-2-amineIt may be employed as a ligand (L) in the synthesis of organometallic derivatives of Rh(I) [Rh(CO)2(L)(Cl)].
General Description
Reaction of 4-bromoaniline with acetic acid and potassium thiocynate in solution of bromine in acetic acid yields 2-amino-6-bromobenzothiazole. 2-Amino-6-bromobenzothiazole can also be synthesized from 2-aminobenzothiazole via monobromination with silica-supported quinolinium tribromide.