Water → HCID 21698925, compound

HRID 1597185Notes

Reaction equation

HRID 1597185 reaction equation
[F:1][C:2]1[C:12]([N:13]2[C:21](=[O:22])[C:20]3[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=3[C:14]2=[O:23])=[C:11]([N+:24]([O-])=O)[C:5]2[NH:6][C:7](=[O:10])[CH2:8][O:9][C:4]=2[CH:3]=1.O>C(O)(=O)C.[Fe]>[NH2:24][C:11]1[C:5]2[NH:6][C:7](=[O:10])[CH2:8][O:9][C:4]=2[CH:3]=[C:2]([F:1])[C:12]=1[N:13]1[C:21](=[O:22])[C:20]2[CH2:19][CH2:18][CH2:17][CH2:16][C:15]=2[C:14]1=[O:23]

Participants

5

Reactant 2

HCID 962WaterHCID 21698918HCID 21698918, compound

Product 1

HCID 21698925HCID 21698925, compoundYield 104.7%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

2-[7-Fluoro-5-nitro-2H-1,4-benzoxazine-3(4H)-on-6-yl]-4,5,6,7-tetrahydro-2H-isoindole-1,3-dione (1.25 g) was dissolved in acetic acid (13 ml) and iron powder (0.77 g) was added with stirring. Solution was stirred at ambient temperature for 12 hr and water was added. Product was extracted with ethyl acetate to afford the title compound (1.2 g).

Workup

  1. stirringSolution was stirred at ambient temperature for 12 hr
  2. extractionProduct was extracted with ethyl acetate

Sources & evidence

ORD record
ord-8fa45bbf7e774577af0afe6034ac7418
Source dataset
uspto-grants-2001_09
Patent number
US06294503B1

Reaction notes

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