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17583-10-7

17583-10-7 Structure

17583-10-7 Structure
IdentificationBack Directory
[Name]

2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE
[CAS]

17583-10-7
[Synonyms]

IFLAB-BB F1303-0001
3-BENZOTHIAZOL-7(4H)-ONE
2-Amino-5,6-dihydrobenzothiazol-7(4H)-one
2-amino-5,6-dihydro-7(4H)-Benzothiazolone
2-AMINO-5,6-DIHYDRO-4H-BENZOTHIAZOL-7-ONE
7(4H)-Benzothiazolone, 2-aMino-5,6-dihydro-
2-amino-5,6-dihydrobenzo[d]thiazol-7(4H)-one
2-amino-5,6-dihydro-4H-1,3-benzothiazol-7-one
2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE
2-Amino-5,6-Dihydro-4H-Benzothiazol-7-One(WX140896)
[Molecular Formula]

C7H8N2OS
[MDL Number]

MFCD00460519
[MOL File]

17583-10-7.mol
[Molecular Weight]

168.22
Chemical PropertiesBack Directory
[Melting point ]

269-270 °C(Solv: ethyl acetate (141-78-6))
[Boiling point ]

376.0±11.0 °C(Predicted)
[density ]

1.428±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[solubility ]

DMSO (Sparingly)
[form ]

Solid
[pka]

3.36±0.20(Predicted)
[color ]

Light Yellow
[InChI]

InChI=1S/C7H8N2OS/c8-7-9-4-2-1-3-5(10)6(4)11-7/h1-3H2,(H2,8,9)
[InChIKey]

JAZOMJIYYHHUBH-UHFFFAOYSA-N
[SMILES]

S1C2C(=O)CCCC=2N=C1N
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi,Xn
[Risk Statements ]

22
[HazardClass ]

IRRITANT
Spectrum DetailBack Directory
[Spectrum Detail]

2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE(17583-10-7)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-BROMOCYCLOHEXANE-1,3-DIONE

60060-44-8

Carbamimidothioic acid

17356-08-0

2-AMINO-5,6-DIHYDRO-1,3-BENZOTHIAZOL-7(4H)-ONE

17583-10-7

Step ii: Synthesis of 2-amino-5,6-dihydrobenzo[d]thiazol-7(4H)-one To a 100 mL round bottom flask was added 2-bromo-1,3-cyclohexanedione (1.0 g, 5.23 mmol) and methanol (15 mL). Subsequently, thiourea (0.397 g, 5.23 mmol) and pyridine (0.412 g, 5.23 mmol) were added to the same flask. The reaction mixture was heated to reflux temperature and stirred for 4 hours. After completion of the reaction, the volatile solvent was removed by distillation under reduced pressure to give the crude product. The crude product was dissolved in water and stirred for 5 min to promote the formation of precipitate. The precipitate was collected by filtration and washed with distilled water to give the final 2-amino-5,6-dihydrobenzo[d]thiazol-7(4H)-one (0.8 g, 91% yield). Product characterization data: 1H NMR (300 MHz, DMSO-d6): δ 8.12 (brs, 2H), 2.69 (t, 2H), 2.38 (t, 2H), 2.02 (m, 2H). LC-MS (ESI): m/z 168.9 [M + H]+.

[References]

[1] Patent: WO2015/101928, 2015, A1. Location in patent: Page/Page column 100
[2] Journal of Medicinal Chemistry, 2010, vol. 53, # 5, p. 2136 - 2145
[3] Pharmaceutical Chemistry Journal, 1993, vol. 27, # 7, p. 500 - 503
[4] Khimiko-Farmatsevticheskii Zhurnal, 1993, vol. 27, # 7, p. 37 - 39
[5] Patent: WO2005/5438, 2005, A1. Location in patent: Page/Page column 36
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