ChemicalBook--->CAS DataBase List--->31169-25-2

31169-25-2

31169-25-2 Structure

31169-25-2 Structure
IdentificationBack Directory
[Name]

7-BROMOTHIENO[3,2-D]PYRIMIDIN-4(1H)-ONE
[CAS]

31169-25-2
[Synonyms]

7-bromothieno[3,2-d]pyrimidin-4-ol
7-BroMo-3H-thieno[3,2-d]pyriMidin-4-one
7-BROMOTHIENO[3,2-D]PYRIMIDIN-4(1H)-ONE
7-bromothieno[3,2-d]pyrimidin-4(3H)-one
7-broMo-1H,4H-thieno[3,2-d]pyriMidin-4-one
7-bromo-3H,4H-thieno[3,2-d]pyrimidin-4-one
Thieno[3,2-d]pyrimidin-4(3H)-one, 7-bromo-
7-BROMOTHIENO[3,2-D]PYRIMIDIN-4(1H)-ONE ISO 9001:2015 REACH
[EINECS(EC#)]

1308068-626-2
[Molecular Formula]

C6H3BrN2OS
[MDL Number]

MFCD09909671
[MOL File]

31169-25-2.mol
[Molecular Weight]

231.07
Chemical PropertiesBack Directory
[Boiling point ]

452.7±30.0 °C(Predicted)
[density ]

2.18
[storage temp. ]

Sealed in dry,Room Temperature
[form ]

solid
[pka]

10.19±0.20(Predicted)
[Appearance]

Off-white to light brown Solid
[InChI]

1S/C6H3BrN2OS/c7-3-1-11-5-4(3)8-2-9-6(5)10/h1-2H,(H,8,9,10)
[InChIKey]

SFFNZDXKMOSLNK-UHFFFAOYSA-N
[SMILES]

O=C1C2=C(C(Br)=CS2)N=CN1
Questions And AnswerBack Directory
[Uses]

7-Bromothieno[3,2-D]pyrimidine-4(1H)-one is a useful research chemical for organic synthesis and other chemical processes.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Spectrum DetailBack Directory
[Spectrum Detail]

7-BROMOTHIENO[3,2-D]PYRIMIDIN-4(1H)-ONE(31169-25-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

THIENO[3,2-D]PYRIMIDIN-4(3H)-ONE

16234-10-9

7-BROMOTHIENO[3,2-D]PYRIMIDIN-4(1H)-ONE

31169-25-2

The general procedure for the synthesis of 7-bromothieno[3,2-d]pyrimidin-4(1H)-one from thieno[3,2-d]pyrimidin-4(3H)-one (38.0 g, 0.25 mol) was as follows: a dilution of bromine (40.4 mL, 0.78 mol) in acetic acid (122 mL, 2.1 mol) was slowly added to a thieno[3,2-d]pyrimidin -4(3H)-one solution in acetic acid (143 mL, 2.5 mol). The reactor was sealed and the reaction mixture was stirred at 120°C for 18 hours. Upon completion of the reaction, the mixture was cooled to room temperature and the acetic acid was subsequently removed by distillation under reduced pressure. The concentrate was poured into ice water and precipitate was precipitated, which was filtered and dried to afford the target compound 7-bromothieno[3,2-d]pyrimidin-4(1H)-one (37.5 g, 65% yield) without further purification. The product was characterized by 1H-NMR (300 MHz, DMSO-d6): δ 12.75 (brs, 1H), 8.36 (s, 1H), 8.24 (s, 1H).

[References]

[1] Patent: WO2014/3483, 2014, A1. Location in patent: Page/Page column 19
[2] Patent: US2014/371219, 2014, A1. Location in patent: Paragraph 0204; 0205
[3] Patent: US2006/4002, 2006, A1. Location in patent: Page/Page column 38
[4] Patent: WO2011/25940, 2011, A1. Location in patent: Page/Page column 83
[5] Journal of Medicinal Chemistry, 2012, vol. 55, # 6, p. 2869 - 2881
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