ChemicalBook--->CAS DataBase List--->144163-97-3

144163-97-3

144163-97-3 Structure

144163-97-3 Structure
IdentificationMore
[Name]

((5-Thiazolyl)methyl)-(4-nitrophenyl)carbonate
[CAS]

144163-97-3
[Synonyms]

((5-thiazolyl)methyl)-(4-nitrophenyl)carbonate
carbonic acid 4-nitrophenyl 5-thiazolylmethyl ester
Thiazolylmethyl-4-nitrophenylcarbonate
[EINECS(EC#)]

680-587-3
[Molecular Formula]

C11H8N2O5S
[MDL Number]

MFCD09750981
[Molecular Weight]

280.26
[MOL File]

144163-97-3.mol
Chemical PropertiesBack Directory
[Appearance]

Pale-Yellow Solid
[Melting point ]

65-67°C
[Boiling point ]

475.3±45.0 °C(Predicted)
[density ]

1.485
[storage temp. ]

Keep in dark place,Sealed in dry,2-8°C
[solubility ]

Chloroform, Ethyl Acetate (Slightly)
[form ]

Solid
[pka]

1.86±0.10(Predicted)
[color ]

Pale Yellow
[Usage]

Retinovir intermediate
[InChI]

InChI=1S/C11H8N2O5S/c14-11(17-6-10-5-12-7-19-10)18-9-3-1-8(2-4-9)13(15)16/h1-5,7H,6H2
[InChIKey]

FTEKBGGQRNJIPQ-UHFFFAOYSA-N
[SMILES]

C(OCC1SC=NC=1)(=O)OC1=CC=C([N+]([O-])=O)C=C1
[CAS DataBase Reference]

144163-97-3(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362+P364-P403+P233-P501c
[REACH Registrations]

Active
Hazard InformationBack Directory
[Chemical Properties]

Pale-Yellow Solid
[Uses]

Retinovir intermediate
[Uses]

Retinovir intermediate.
[Synthesis]

5-Hydroxymethylthiazole

38585-74-9

BIS(4-NITROPHENYL) CARBONATE

5070-13-3

((5-Thiazolyl)methyl)-(4-nitrophenyl)carbonate

144163-97-3

General procedure for the synthesis of ((5-thiazolyl)methyl)-(4-nitrophenyl)carbonate (compound 9) from 5-hydroxymethylthiazole (compound 8, 17 mmol) and bis(p-nitrophenyl)carbonate (compound 7, 19 mmol): compound 7 was added to a dichloromethane (DCM, 40 mL) solution of compound 8, followed by triethylamine (26 mmol) . The reaction mixture was stirred at room temperature for 12 h. After completion of the reaction it was concentrated under reduced pressure. The concentrated mixture was diluted with ethyl acetate (EtOAc) and washed sequentially with saturated aqueous sodium carbonate (Na2CO3) solution, water and brine. After washing, the organic solvent was removed under reduced pressure. The residue was purified by fast column chromatography (silica gel as stationary phase, eluent ratio hexane/ethyl acetate=1/1) to give the final compound 9 (4.7 g).

[References]

[1] Patent: WO2008/10921, 2008, A2. Location in patent: Page/Page column 188-189
[2] Patent: US2010/256366, 2010, A1. Location in patent: Page/Page column 19
[3] Patent: EP2231628, 2015, B1. Location in patent: Paragraph 0878
[4] Patent: US2018/30043, 2018, A1. Location in patent: Paragraph 0163
Spectrum DetailBack Directory
[Spectrum Detail]

((5-Thiazolyl)methyl)-(4-nitrophenyl)carbonate(144163-97-3)1HNMR
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