Acetic Acid → HCID 20330199, compound

HRID 1834046Notes

Reaction equation

HRID 1834046 reaction equation
Br[C:2]1[O:3][C:4]2[C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=[CH:13][C:5]=2[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C(O)(=O)C.[N+:24]([O-])([OH:26])=[O:25].N([O-])=O.[Na+]>O>[N+:24]([C:2]1[O:3][C:4]2[C:16]([C:17]([OH:19])=[O:18])=[CH:15][CH:14]=[CH:13][C:5]=2[C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)([O-:26])=[O:25]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 944Nitric AcidHCID 22761716HCID 22761716, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 20330199HCID 20330199, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2.2 g (0.007 mole) of 2-bromo-3-phenyl-7-benzofurancarboxylic acid and 50 ml of acetic acid is heated on a steam bath for 45 minutes to facilitate dissolution. To this mixture is added 2 ml of nitric acid, then 0.96 g (0.0139 mole) of sodium nitrite while stirring the mixture rapidly at about 80°-90° C. After stirring for about 45 minutes the mixture is poured into water. The solid is separated by filtration and recrystallized from ethanol to provide 2-nitro-3-phenyl-7-benzofurancarboxylic acid, m.p. 271°-272° C.

Workup

  1. temperatureis heated on a steam bath for 45 minutes
  2. dissolutiondissolution
  3. customThe solid is separated by filtration
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-117a0e85c34c45089aa1bd55e7087765
Source dataset
uspto-grants-1978_01
Patent number
US04067993

Reaction notes

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