1,2-Dibromoethane → 2,3-dihydro-2,2-dimethyl-7-(2-bromoethoxy)-4H-1,3-benzoxazin-4-one

HRID 615227Notes

Reaction equation

HRID 615227 reaction equation
[CH3:1][C:2]1([CH3:14])[NH:7][C:6](=[O:8])[C:5]2[CH:9]=[CH:10][C:11]([OH:13])=[CH:12][C:4]=2[O:3]1.[CH2:15](Br)[CH2:16][Br:17]>C(O)(C)C>[CH3:1][C:2]1([CH3:14])[NH:7][C:6](=[O:8])[C:5]2[CH:9]=[CH:10][C:11]([O:13][CH2:15][CH2:16][Br:17])=[CH:12][C:4]=2[O:3]1

Participants

4

Reactant 2

HCID 78391,2-DibromoethaneHCID 137544122,3-dihydro-2,2-dimethyl-7-hydroxy-4H-1,3-benzoxazin-4-one

Product 1

HCID 137544152,3-dihydro-2,2-dimethyl-7-(2-bromoethoxy)-4H-1,3-benzoxazin-4-one

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

16.2 g of 2,3-dihydro-2,2-dimethyl-7-hydroxy-4H-1,3-benzoxazin-4-one are reacted analogously to Example (3a) with 84 ml of 1,2-dibromomethane and yield 2,3-dihydro-2,2-dimethyl-7-(2-bromoethoxy)-4H-1,3-benzoxazin-4-one having a melting point of 156°-158° (from isopropanol).

Sources & evidence

ORD record
ord-c2a4915718624a1e82bc728c79be222e
Source dataset
uspto-grants-1985_02
Patent number
US04497813

Reaction notes

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