Nitric Acid → HCID 49820462, compound

HRID 1914803Notes

Reaction equation

HRID 1914803 reaction equation
[Br:1][C:2]1[C:25]([OH:26])=[CH:24][C:5]2[C:6]([C:9]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]4[S:20][CH:21]=[CH:22][N:23]=4)=[CH:13][CH:12]=3)=[O:10])=[CH:7][O:8][C:4]=2[C:3]=1[Br:27].[N+]([O-])(O)=[O:29]>C(O)(=O)C>[Br:1][C:2]1[C:25](=[O:26])[C:24](=[O:29])[C:5]2[C:6]([C:9](=[O:10])[C:11]3[CH:12]=[CH:13][C:14]([O:17][CH2:18][C:19]4[S:20][CH:21]=[CH:22][N:23]=4)=[CH:15][CH:16]=3)=[CH:7][O:8][C:4]=2[C:3]=1[Br:27]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 66645344HCID 66645344, compound

Product 1

HCID 49820462HCID 49820462, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
60 °C

Procedure

To a suspension of (6,7-dibromo-5-hydroxybenzofuran-3-yl)(4-(thiazol-2-ylmethoxy)phenyl)methanone (70 mg, 0.137 mmol) in acetic acid (1 mL) was added nitric acid—69% (44.2 μl, 0.687 mmol) and the mixture heated at 60° C. for 1 hour. During this time the suspension turned bright red/orange and partially dissolved. After this time, the mixture was added to ice-water, then filtered to afford crude product as a red solid.

Workup

  1. dissolutionpartially dissolved
  2. filtrationfiltered
  3. customto afford crude product as a red solid

Sources & evidence

ORD record
ord-5482e1181f854e4597272130d227d02e
Source dataset
uspto-grants-2013_12
Patent number
US08614237B2

Reaction notes

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