Hydrochloride sodium nitrite → HCID 178526300, compound

HRID 1020724

Reaction equation

HRID 1020724 reaction equation
N[C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N+:5]([O-:12])=[N:4][N:3]=1.N([O-])=[O:14].[Na+].Cl>>[OH:14][C:2]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[N+:5]([O-:12])=[N:4][N:3]=1

Participants

3

Reactant 2

HCID 86602196Hydrochloride sodium nitriteHCID 178509301HCID 178509301, compound

Product 1

HCID 178526300HCID 178526300, compound

Procedure

The amino-benzotriazine N-oxide (16) is diazotized with NaNO2/HCl and the intermediate diazonium salt (not shown) is hydrolysed to form the hydroxybenzotriazine N-oxide compound (17). Reaction of the hydroxybenzotriazine N-oxide compound (17) with phosphorus oxychloride in the presence of a non-interfering base such as N,N-dimethylaniline gives the chlorobenzotriazine N-oxide compound (18). The chlorination reaction is typically carried out with heating, for example at reflux temperatures.

Sources & evidence

ORD record
ord-2d48601925bb44b9b408406dc30192a2
Source dataset
uspto-grants-2014_05
Patent number
US08716473B2

Linked notes

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