Hydrochloric Acid → HCID 22761688, compound

HRID 1834047Notes

Reaction equation

HRID 1834047 reaction equation
[C:1]1([C:7]2[C:11]3[CH:12]=[CH:13][C:14]([C:16]([OH:18])=[O:17])=[CH:15][C:10]=3[O:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N+:19]([O-:24])([N+]([O-])=O)=[O:20].[OH-].[Na+].Cl>ClCCl.C(O)(=O)C>[N+:19]([C:8]1[O:9][C:10]2[CH:15]=[C:14]([C:16]([OH:18])=[O:17])[CH:13]=[CH:12][C:11]=2[C:7]=1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)([O-:24])=[O:20]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 25352Nitrogen oxide (N2O4)HCID 22761739HCID 22761739, compound

Product 1

HCID 22761688HCID 22761688, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of 2 g of 3-phenyl-6-benzofurancarboxylic acid in 100 ml of dichloromethane and 20 drops of acetic acid is treated with 3.0 g of dinitrogen tetroxide. The mixture is stirred for about 70 hours then evaporated to provide a residue. The residue is treated with cold 5% sodium hydroxide solution until solution occurs. The solution is acidified with 6N hydrochloric acid and the yellow solid is collected and recrystallized from ethanol to provide 2-nitro-3-phenyl-6-benzofurancarboxylic acid, m.p. 244°-247° C.

Workup

  1. customthen evaporated
  2. customto provide a residue
  3. customthe yellow solid is collected
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-ce04ac69d6de46c6ab8b19a92f3a5ae3
Source dataset
uspto-grants-1978_01
Patent number
US04067993

Reaction notes

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