1-Butanol → 2-(2-hydroxy-5-methylphenyl)benztriazole N-oxide

HRID 2166256Notes

Reaction equation

HRID 2166256 reaction equation
C(O)CCC.[N+:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N:15]=[N:16][C:17]1[CH:22]=[C:21]([C:23](CC)(C)C)[CH:20]=[C:19](C(CC)(C)C)[C:18]=1[OH:33])([O-])=[O:7].[N+](C1C=CC(C)=CC=1N=NC1C=CC=CC=1O)([O-])=O>C(O)CC>[OH:33][C:18]1[CH:19]=[CH:20][C:21]([CH3:23])=[CH:22][C:17]=1[N:16]1[N+:6]([O-:7])=[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]2=[N:15]1

Participants

5

Reactant 3

HCID 2631-ButanolHCID 1041112-Nitro-2'-hydroxy-3',5'-bis(tert-amyl)azobenzeneHCID 135776351HCID 135776351, compound

Product 1

HCID 132146462-(2-hydroxy-5-methylphenyl)benztriazole N-oxideYield 88%

Reagents, catalysts & solvents 1

HCID 10311-PropanolSolvent

Procedure

The same procedure as in Example 1 was repeated, except that n-butanol 80 g was replaced by n-propanol 80 g, and that 2-nitro-2'-hydroxy-3',5'-di-t-amylazobenzene 25.5 g was replaced by 2-nitro-2'-hydroxy-5-methylazobenzene 17.1 g, thus producing 14.1 g of 2-(2-hydroxy-5-methylphenyl)benzotriazole-N-oxide having a melting point of 138° to 140° C. at the yield of 88%.

Sources & evidence

ORD record
ord-17de2a58800041a6a9b455a3da1a4bf6
Source dataset
uspto-grants-1990_07
Patent number
US04943637

Reaction notes

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