Hydrochloric Acid → 856256-71-8

HRID 1981028Notes

Reaction equation

HRID 1981028 reaction equation
[C:1]([C:9]1[CH:10]=[C:11]([C:14]([OH:16])=[O:15])[NH:12][CH:13]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.NN.[OH-].[K+].Cl>O.C(O)CO>[CH2:1]([C:9]1[CH:10]=[C:11]([C:14]([OH:16])=[O:15])[NH:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 9321HydrazineHCID 14797Potassium HydroxideHCID 27634464-benzoyl-1H-pyrrole-2-carboxylic Acid

Product 1

HCID 12897097856256-71-8

Reagents, catalysts & solvents 2

HCID 174Ethylene GlycolSolventHCID 962WaterSolvent

Procedure

4-Benzoylpyrrole-2-carboxylic acid (1.5 g.) was combined with 10 ml. of ethylene glycol, 4 ml. of hydrazine (97%) and 4 g. of potassium hydroxide, and heated for 2 hours in an oil bath maintained at 140°-143° C. The reaction mixture was poured into approximately 100 ml. of ice and water, acidified with conc. hydrochloric acid, and product (375 mg.) recovered by filtration. Recrystallization from ether/hexane afforded purified 4-benzoylpyrrole-2-carboxylic acid (200 mg., m.p. 183°-185° C.).

Workup

  1. temperaturemaintained at 140°-143° C
  2. additionThe reaction mixture was poured into approximately 100 ml
  3. filtrationrecovered by filtration
  4. customRecrystallization from ether/hexane
  5. customafforded
  6. custompurified 4-benzoylpyrrole-2-carboxylic acid (200 mg., m.p. 183°-185° C.)

Sources & evidence

ORD record
ord-380b1148d2294d8f8117a87287a01064
Source dataset
uspto-grants-1985_04
Patent number
US04511576

Reaction notes

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