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119485-56-2

119485-56-2 Structure

119485-56-2 Structure
IdentificationBack Directory
[Name]

TERT-BUTYL (3-IODOTHIOPHEN-2-YL)CARBAMATE
[CAS]

119485-56-2
[Synonyms]

TERT-BUTYL (3-IODOTHIOPHEN-2-YL)CARBAMATE
Carbamic acid, N-(3-iodo-2-thienyl)-, 1,1-dimethylethyl ester
[Molecular Formula]

C9H12INO2S
[MOL File]

119485-56-2.mol
[Molecular Weight]

325.17
Chemical PropertiesBack Directory
[Melting point ]

42-44 °C
[Boiling point ]

299.6±25.0 °C(Predicted)
[density ]

1.711±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[pka]

12.84±0.70(Predicted)
Hazard InformationBack Directory
[Synthesis]

3-IODOTHIOPHENE-2-CARBOXYLIC ACID

60166-84-9

tert-Butanol

75-65-0

TERT-BUTYL (3-IODOTHIOPHEN-2-YL)CARBAMATE

119485-56-2

Example 2 Preparation of tert-butyl (3-iodothiophene-2-yl)carbamate: 3-iodothiophene-2-carboxylic acid (23.5 g, 0.10 mol) was mixed with triethylamine (15 mL, 1.1 eq.) to which was added a tert-butanol solution of diphenoxyphosphoryl azide (30 g, 1.1 eq.). The reaction mixture was heated at reflux temperature for 16 h and subsequently cooled to room temperature. The reaction mixture was washed with saturated Na2CO3 solution and extracted with EtOAc. The organic extracts were combined, dried with MgSO4 and concentrated under reduced pressure. The resulting residue was purified by column chromatography (eluent: 10% EtOAc in hexane solution) to give the title product as a brown solid (10.5 g, 35% yield). The product was characterized by HPLC and mass spectrometry.

[References]

[1] Patent: WO2005/12311, 2005, A1. Location in patent: Page/Page column 22
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