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185613-91-6

185613-91-6 Structure

185613-91-6 Structure
IdentificationBack Directory
[Name]

4-BENZO[1,3]DIOXOL-5-YL-THIAZOL-2-YLAMINE
[CAS]

185613-91-6
[Synonyms]

Octanoicacid,10-mercapto-
5-(2-AMINO-4-THIAZOLYL)-1,3-BENZODIOXOLE
2-Thiazolamine, 4-(1,3-benzodioxol-5-yl)-
4-BENZO[1,3]DIOXOL-5-YL-THIAZOL-2-YLAMINE
4-(benzo[d][1,3]dioxol-5-yl)thiazol-2-amine
4-(1,3-BENZODIOXOL-5-YL)-1,3-THIAZOL-2-AMINE
4-(1,3-BENZODIOXOL-5-YL)-1,3-THIAZOL-2-YLAMINE
4-(2H-1,3-Benzodioxol-5-yl)-1,3-thiazol-2-amine
[Molecular Formula]

C10H8N2O2S
[MDL Number]

MFCD01366560
[MOL File]

185613-91-6.mol
[Molecular Weight]

220.25
Chemical PropertiesBack Directory
[Boiling point ]

427.8±34.0 °C(Predicted)
[density ]

1.459±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2–8 °C
[pka]

4.27±0.10(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319-H332-H302-H315-H312-H335
[Precautionary statements ]

P261-P271-P304+P340-P312-P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P280-P302+P352-P312-P322-P363-P501-P264-P280-P305+P351+P338-P337+P313P
Hazard InformationBack Directory
[Synthesis]

1-(1,3-BENZODIOXOL-5-YL)-2-BROMOETHAN-1-ONE

40288-65-1

Carbamimidothioic acid

17356-08-0

4-BENZO[1,3]DIOXOL-5-YL-THIAZOL-2-YLAMINE

185613-91-6

General procedure for the synthesis of 4-(benzo[d][1,3]dioxol-5-yl)thiazol-2-amine from 1-(benzo[d][1,3]dioxol-5-yl)-2-bromoacetophenone (3.00 g, 12.3 mmol) and thiourea (1.88 g, 24.7 mmol): 1-(benzo[d][1,3]dioxol-5-yl)-2-bromoethanone was dissolved in ethanol (150 ml) followed by addition of thiourea. -yl)-2-bromoacetophenone was dissolved in ethanol (150 ml) followed by addition of thiourea. The reaction mixture was heated to 66-80°C under nitrogen protection and stirred for 24 hours. After completion of the reaction, the mixture was concentrated under reduced pressure and the residue was dissolved in ethyl acetate and washed with saturated NaHCO3 solution. The organic layer was separated, dried with anhydrous Na2SO4, filtered and purified by column chromatography (eluent ratio THF:hexane=1:3). The yield of the final product was 41.3%.

[References]

[1] Patent: KR101651208, 2016, B1. Location in patent: Paragraph 0127-0129
[2] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 21, p. 4854 - 4857
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