Isopropyl iodide → 4-fluoro-3-isopropyl-6-nitro-1,3-benzoxazol-2(3H)-one

HRID 896210Notes

Reaction equation

HRID 896210 reaction equation
I[CH:2]([CH3:4])[CH3:3].[F:5][C:6]1[C:11]2[NH:12][C:13](=[O:15])[O:14][C:10]=2[CH:9]=[C:8]([N+:16]([O-:18])=[O:17])[CH:7]=1.N12CCCN=C1CCCCC2>CN(C=O)C>[F:5][C:6]1[C:11]2[N:12]([CH:2]([CH3:4])[CH3:3])[C:13](=[O:15])[O:14][C:10]=2[CH:9]=[C:8]([N+:16]([O-:18])=[O:17])[CH:7]=1

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 684892924-fluoro-6-nitro-1,3-benzoxazol-2(3H)-one

Product 1

HCID 684878724-fluoro-3-isopropyl-6-nitro-1,3-benzoxazol-2(3H)-one

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared from 2-iodopropane (0.76 ml, 7.57 mmol), 4-fluoro-6-nitro-1,3-benzoxazol-2(3H)-one (EXAMPLE 86, Step 5, 1.2 g, 6.06 mmol) and 1,8-diazabicyclo[5.4.0]undec-7-ene (1.13 ml, 7.57 mmol) in DMF (10 ml) according to the method of EXAMPLE 86, Step 6 (0.87 g, 60%); mp 122-3° C.

Sources & evidence

ORD record
ord-9d6867bd38bd49dcb904c81eefaefceb
Source dataset
uspto-grants-2005_07
Patent number
US06919329B2

Reaction notes

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