Nitric Acid → HCID 86752145, compound

HRID 863525Notes

Reaction equation

HRID 863525 reaction equation
[N:1]#[N:2].C[CH:4]1[C:12]2[C:7](=[CH:8][C:9]([Br:17])=[C:10]([NH:13][C:14](=[O:16])[CH3:15])[CH:11]=2)[CH2:6][CH:5]1[NH:18][C:19](=[O:21])[CH3:20].[N+:22]([O-:25])(O)=[O:23].F[C:27](F)(F)C(O)=O>>[N:1]#[N:2].[CH3:27][CH:6]1[C:7]2[C:12](=[C:11]([N+:22]([O-:25])=[O:23])[C:10]([NH:13][C:14](=[O:16])[CH3:15])=[C:9]([Br:17])[CH:8]=2)[CH2:4][CH:5]1[NH:18][C:19](=[O:21])[CH3:20]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 6422Trifluoroacetic acidHCID 86752146HCID 86752146, compound

Product 1

HCID 86752145HCID 86752145, compound

Procedure

A mixture of N2 -methyl-2,6-diacetamido-5-bromoindane (21.8 g, 67 mmol) in trifluoroacetic acid (200 mL) was cooled in an ice bath and treated with fuming nitric acid (25 mL). After stirring for 1 h, the mixture was warmed to room temperature and stirred for an additional 3 h. The solvent was removed and the residue taken up in water. The mixture was triturated in diethyl ether to give a precipitate, which was collected by filtration and dried to give the product (22.5 g).

Workup

  1. temperaturewas cooled in an ice bath
  2. stirringstirred for an additional 3 h
  3. customThe solvent was removed
  4. customThe mixture was triturated in diethyl ether
  5. customto give a precipitate, which
  6. filtrationwas collected by filtration
  7. customdried

Sources & evidence

ORD record
ord-81064a9b8db841f98bff073f18bdfe1a
Source dataset
uspto-grants-1998_02
Patent number
US05721234

Reaction notes

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