Hydrazine → HCID 86727430, compound

HRID 519065Notes

Reaction equation

HRID 519065 reaction equation
[F:1][C:2]1[C:3]([N+:13]([O-:15])=[O:14])=[CH:4][C:5]2[NH:10][C:9](=S)[CH2:8][O:7][C:6]=2[CH:12]=1.[NH2:16][NH2:17]>CO>[F:1][C:2]1[CH:12]=[C:6]2[C:5]([N:10]3[C:9]([CH2:8][O:7]2)=[N:17][NH:16][C:6](=[O:7])[CH:5]3[CH3:4])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86727431HCID 86727431, compound

Product 1

HCID 86727430HCID 86727430, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 7-fluoro-6-nitro-2H-benzo[b][1,4]oxazine-3(4H)-thione (Example #56, Step D, 1.0 g, 3.05 mmol) in MeOH (10 mL) was added hydrazine (55% wt, 0.2 mL, 3.4 mmol) at ambient temperature and the reaction mixture was stirred at ambient temperature overnight. The precipitate was collected by filtration to give 7-fluoro-4-methyl-6-nitro-2,10-dihydro-9-oxa-1,2,4a-triaza-phenanthren-3-one (0.63 g, 74%) as an orange solid. LC/MS (Table 1, Method 2) Rt=0.884 min; MS m/z: 281 [M+H]+

Workup

  1. filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record
ord-a0f380b4b0444316b2105cc382a27e6e
Source dataset
uspto-grants-2015_08
Patent number
US09115151B2

Reaction notes

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