Azobisisobutyronitrile → 5-(Bromomethyl)-4-(4-chlorophenyl)-2-ethyl-1,3-oxazole

HRID 1982435Notes

Reaction equation

HRID 1982435 reaction equation
[CH2:1]([C:3]1[O:4][C:5]([CH3:15])=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[N:7]=1)[CH3:2].[Br:16]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[Br:16][CH2:15][C:5]1[O:4][C:3]([CH2:1][CH3:2])=[N:7][C:6]=1[C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 233165814-(4-Chlorophenyl)-2-ethyl-5-methyl-1,3-oxazole

Product 1

HCID 233165855-(Bromomethyl)-4-(4-chlorophenyl)-2-ethyl-1,3-oxazoleYield 100%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

2-Ethyl-4-(4-chlorophenyl)-5-methyloxazole (6.6 g) was brominated with N-bromosuccinimide (5.4 g) in carbon tetrachloride (90 ml) in the presence of azobisisobutyronitrile (0.3 g) in the same manner as Example 5-(2). The procedure gave an oil of 5-bromomethyl-4-(4-chlorophenyl)-2-ethyloxazole, yield 100%.

Sources & evidence

ORD record
ord-d3e3cc90eed64dd296ea75bb110a879d
Source dataset
uspto-grants-1986_06
Patent number
US04596816

Reaction notes

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