4-Methyl-2-[2-(2-nitrophenyl)diazenyl]phenol → Drometrizole

HRID 1856416Notes

Reaction equation

HRID 1856416 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]=[N:11][C:12]1[CH:17]=[C:16]([C:18](CC)(C)C)[CH:15]=[C:14](C(CC)(C)C)[C:13]=1[OH:28])([O-])=O.[N+](C1C=CC=CC=1N=NC1C=C(C)C=CC=1O)([O-])=O>[Ni].[Mo]>[OH:28][C:13]1[CH:14]=[CH:15][C:16]([CH3:18])=[CH:17][C:12]=1[N:11]1[N:1]=[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]2=[N:10]1

Participants

5

Reactant 2

HCID 740294-Methyl-2-[2-(2-nitrophenyl)diazenyl]phenolHCID 1041112-Nitro-2'-hydroxy-3',5'-bis(tert-amyl)azobenzene

Product 1

HCID 17113DrometrizoleYield 60.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 23932MolybdenumCatalyst

Procedure

When using the procedure of Example 1, the 2-nitro-2'-hydroxy-3',5'-di-tert-amylazobenzene was replaced by an equivalent amount of 2-nitro-2'-hydroxy-5'-methylazobenzene and a total of 9% molybdenum-promoted Raney nickel catalyst was used, the above named compound was obtained in a 60.3% yield.

Workup

  1. customthe above named compound was obtained in a 60.3% yield

Sources & evidence

ORD record
ord-43681fd27c324be7b781edbe725e0938
Source dataset
uspto-grants-1980_08
Patent number
US04219480

Reaction notes

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