Hydrochloric Acid → HCID 12274618, compound

HRID 1414393Notes

Reaction equation

HRID 1414393 reaction equation
O([C:8]1[CH:16]=[C:15]([O:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:14]([S:24](=[O:27])(=[O:26])[NH2:25])=[CH:13][C:9]=1[C:10]([OH:12])=[O:11])C1C=CC=CC=1.[CH2:28]([NH2:34])[C:29]1[O:33][CH:32]=[CH:31][CH:30]=1.Cl>C(O)(=O)C>[O:33]1[CH:32]=[CH:31][CH:30]=[C:29]1[CH2:28][NH:34][C:8]1[C:9](=[CH:13][C:14]([S:24](=[O:26])(=[O:27])[NH2:25])=[C:15]([O:17][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:16]=1)[C:10]([OH:12])=[O:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3438FurfurylamineHCID 13333282HCID 13333282, compound

Product 1

HCID 12274618HCID 12274618, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

43 g (1.0 mol) of the 2,4-diphenoxy-5-sulfamoyl-benzoic acid prepared according to (d) were stirred for 4 hours under nitrogen at 135° C with 90 ml of freshly distilled furfurylamine. The faintly yellow reaction solution, which had been cooled to about 80° C, was then introduced while stirring into 1 l of 10 % acetic acid, and the pH of the mixture was then adjusted to 3 by means of 5N HCl. After standing for a short time at room temperature, the N-(2-furylmethyl)-4-phenoxy-5-sulfamoyl-anthranilic acid which had precipitated in crystals was suction-filtered, washed with water and ethanol and dried on a steam bath.

Workup

  1. additionwas then introduced
  2. customAfter standing for a short time at room temperature
  3. customthe N-(2-furylmethyl)-4-phenoxy-5-sulfamoyl-anthranilic acid which had precipitated in crystals
  4. filtrationwas suction-filtered
  5. washwashed with water and ethanol
  6. customdried on a steam bath

Sources & evidence

ORD record
ord-cfa58202101443c78f6eb848e3419d1f
Source dataset
uspto-grants-1977_01
Patent number
US04001284

Reaction notes

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