Hydrochloric Acid → 1,3-Benzothiazol-7-ol

HRID 366432Notes

Reaction equation

HRID 366432 reaction equation
C([C:4]1[S:5][C:6]2[C:12]([O:13]C)=[CH:11][CH:10]=[CH:9][C:7]=2[N:8]=1)(=O)N.Cl>N1C=CC=CC=1>[OH:13][C:12]1[C:6]2[S:5][CH:4]=[N:8][C:7]=2[CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23289301HCID 23289301, compound

Product 1

HCID 232892561,3-Benzothiazol-7-ol

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

The title compound was prepared as a mixture (60/40) with the 5-hydroxy isomer in the deprotection of 2-carbamoyl-7-methoxybenzothiazole (obtained in Preparation 4 below) with pyridine.HCl, according to the method described in Preparation 1. The mixture of the 5- and 7-hydroxybenzothiazoles was used directly in the preparation of the isomeric glycidyl ethers which were readily separable by chromatography on silica (2% CH3CN/CH2Cl2).

Workup

  1. customdescribed in Preparation 1

Sources & evidence

ORD record
ord-1d63f210264940f7926e9a456116edb3
Source dataset
uspto-grants-2000_10
Patent number
US06130217

Reaction notes

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