Cas no 808755-67-1 (2-Bromobenzodthiazol-6-ol)

2-Bromobenzodthiazol-6-ol structure
2-Bromobenzodthiazol-6-ol structure
Product Name:2-Bromobenzodthiazol-6-ol
CAS No:808755-67-1
MF:C7H4BrNOS
MW:230.08175945282
MDL:MFCD12400755
CID:715109
PubChem ID:45116782
Update Time:2024-10-27

2-Bromobenzodthiazol-6-ol Chemical and Physical Properties

Names and Identifiers

    • 2-Bromobenzothiazol-6-ol
    • 2-bromo-1,3-benzothiazol-6-ol
    • 2-Bromo-6-Benzo[d]thiazolol
    • 2-bromo-6-Benzothiazolol
    • 2-BROMOBENZO[D]THIAZOL-6-OL
    • 6-Benzothiazolol,2-bromo-
    • 6-Benzothiazolol,2-bromo-(9CI)
    • 2-Bromo-6-benzothiazolol (ACI)
    • 2-Bromo-6-hydroxybenzothiazole
    • DTXSID50668497
    • 808755-67-1
    • DB-075712
    • AKOS016002915
    • EN300-3200938
    • 2-bromo-6-hydroxy-benzothiazole
    • SCHEMBL1360479
    • AS-40840
    • UYPYMYKTXNNPHA-UHFFFAOYSA-N
    • J-508505
    • CS-0019319
    • 6-Benzothiazolol, 2-bromo-
    • MFCD12400755
    • 2-Bromobenzodthiazol-6-ol
    • MDL: MFCD12400755
    • Inchi: 1S/C7H4BrNOS/c8-7-9-5-2-1-4(10)3-6(5)11-7/h1-3,10H
    • InChI Key: UYPYMYKTXNNPHA-UHFFFAOYSA-N
    • SMILES: BrC1SC2C(=CC=C(C=2)O)N=1

Computed Properties

  • Exact Mass: 228.92
  • Monoisotopic Mass: 228.92
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 157
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.3
  • Topological Polar Surface Area: 61.4A^2

Experimental Properties

  • Density: 1.903
  • Boiling Point: 373.8°C at 760 mmHg
  • Flash Point: 179.9°C
  • Refractive Index: 1.768

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2-Bromobenzodthiazol-6-ol Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Isoamyl nitrite ,  Copper bromide (CuBr2) Solvents: Acetonitrile ;  65 °C
2.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  2 h, rt
Reference
Synthesis of Firefly Luciferin Analogues and Evaluation of the Luminescent Properties
Ioka, Shuji; et al, Chemistry - A European Journal, 2016, 22(27), 9330-9337

Production Method 2

Reaction Conditions
1.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  2 h, rt
Reference
Synthesis of Firefly Luciferin Analogues and Evaluation of the Luminescent Properties
Ioka, Shuji; et al, Chemistry - A European Journal, 2016, 22(27), 9330-9337

Production Method 3

Reaction Conditions
1.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  0 °C; 10 min, 0 °C; 27 h, rt
1.2 Reagents: Methanol ;  0 °C
Reference
Gadolinium-based contrast agents targeted to amyloid aggregates for the early diagnosis of Alzheimer's disease by MRI
Bort, Guillaume; et al, European Journal of Medicinal Chemistry, 2014, 87, 843-861

Production Method 4

Reaction Conditions
1.1 Reagents: p-Toluenesulfonic acid ,  Isoamyl nitrite ,  Tetrabutylammonium bromide Catalysts: Copper bromide (CuBr2) Solvents: Acetonitrile ;  45 min, 25 °C
2.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  -78 °C; -78 °C → rt; 16 h, rt
2.2 Reagents: Ammonium chloride Solvents: Water ;  rt
Reference
Multicomponent Bioluminescence Imaging with a π-Extended Luciferin
Yao, Zi; et al, Journal of the American Chemical Society, 2020, 142(33), 14080-14089

Production Method 5

Reaction Conditions
1.1 Reagents: tert-Butyl nitrite ,  Copper bromide (CuBr2) Solvents: Acetonitrile ;  2.5 d, rt; 1.5 h, rt → 65 °C
1.2 Reagents: Hydrochloric acid Solvents: Water
2.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  0 °C; 10 min, 0 °C; 27 h, rt
2.2 Reagents: Methanol ;  0 °C
Reference
Gadolinium-based contrast agents targeted to amyloid aggregates for the early diagnosis of Alzheimer's disease by MRI
Bort, Guillaume; et al, European Journal of Medicinal Chemistry, 2014, 87, 843-861

2-Bromobenzodthiazol-6-ol Raw materials

2-Bromobenzodthiazol-6-ol Preparation Products

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