Sulfuric Acid → HCID 9815398, compound

HRID 357638Notes

Reaction equation

HRID 357638 reaction equation
C([NH:4][C:5]1[C:6](=[O:16])[O:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][C:9]=2[F:15])(=O)C.S(=O)(=O)(O)O.C([O-])(O)=O.[Na+].O>>[NH2:4][C:5]1[C:6](=[O:16])[O:7][C:8]2[C:13]([CH:14]=1)=[CH:12][CH:11]=[CH:10][C:9]=2[F:15]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 15444377HCID 15444377, compoundHCID 86585896Sodium bicarbonate water

Product 1

HCID 9815398HCID 9815398, compound

Procedure

A solution of 3-acetylamino-8-fluorocoumarin (3.00 g, 0.014 mole) in concentrated sulfuric acid (2.65 g, 0.027 mole) was heated at 75°-80° C. for 1 hour. The cooled solution was poured onto an ice-water mixture and it was alkalized with a saturated NaHCO3 water solution up to pH=6 and subsequently left to precipitate at +4° C. The obtained 3-amino-8-fluorocoumarin was recrystallized from 50% ethanol (1.63 g, 67%). M.p.: 173°-174° C.

Workup

  1. waitsubsequently left
  2. customto precipitate at +4° C
  3. customThe obtained 3-amino-8-fluorocoumarin was recrystallized from 50% ethanol (1.63 g, 67%)

Sources & evidence

ORD record
ord-ca2f352e1bfa4ee982065fde71d02020
Source dataset
uspto-grants-1998_11
Patent number
US05840922

Reaction notes

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