Boron tribromide → HCID 46198177, compound

HRID 539518Notes

Reaction equation

HRID 539518 reaction equation
[CH2:1]([N:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14]C)[C:9]1=[S:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.B(Br)(Br)Br>C(Cl)Cl>[CH2:1]([N:8]1[CH:13]=[CH:12][CH:11]=[C:10]([OH:14])[C:9]1=[S:16])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 71139800HCID 71139800, compound

Product 1

HCID 46198177HCID 46198177, compoundYield 74.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Reaction of 143b (0.050 g, 0.21 mmol) with 1M BBr3 (0.66 mL) in dry CH2Cl2 (5 mL) within 48 h according to procedure 142a afforded pure 144b (0.034 g, 72%) as olive green solid. 1H NMR (400 MHz, cd3od) δ 7.34 (m, 3H), 6.84 (m, 1H), 5.83 (d, J=49.5 Hz, 1H). 13C NMR (100 MHz, CD3OD) δ 128.12, 127.61, 127.27, 126.94, 113.77. HRMS (EI) calcd for C12H11NOS [M]+ 217.0561. found 217.0762.

Sources & evidence

ORD record
ord-a285a7604fc54436928154d323ec8905
Source dataset
uspto-grants-2014_10
Patent number
US08871728B2

Reaction notes

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