Boron tribromide → HCID 135830962, compound

Reaction equation

[CH3:1][C:2]1[C:7]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17]C)=[CH:13][CH:12]=3)[S:10][C:6]=2[CH:5]=[C:4]([O:19]C)[CH:3]=1.B(Br)(Br)Br>>[CH3:1][C:2]1[C:7]2[N:8]=[C:9]([C:11]3[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=3)[S:10][C:6]=2[CH:5]=[C:4]([OH:19])[CH:3]=1

Participants

Reactant 2

HCID 25134Boron tribromide

HCID 22144548HCID 22144548, compound

Product 1

HCID 135830962HCID 135830962, compoundYield 67%

Procedure

4-Methyl-6-methoxy-2-(4-methoxy-phenyl)-benzothiazole (174 mg, 0.61 mmol) was treated with boron tribromide under standard condition to give 4-methyl-6-hydroxy-2-(4-hydroxy-phenyl)-benzothiazole (105 mg, 67% yield) as a yellow solid. Mass spec: MH+=258.

Sources & evidence

ORD record: ord-dc08356700414b4abddf9d90ca0cf990
Source dataset: uspto-grants-2006_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07045539B2

Reaction notes

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