Hydrochloric Acid → HCID 12897229, compound

HRID 1277811Notes

Reaction equation

HRID 1277811 reaction equation
Cl.C([NH:5][C:6]1[CH:11]=[C:10]([NH:12][C:13]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[O:14])[CH:9]=[CH:8][N:7]=1)(=O)C>>[NH2:5][C:6]1[CH:11]=[C:10]([NH:12][C:13]([NH:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[O:14])[CH:9]=[CH:8][N:7]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 12897228HCID 12897228, compound

Product 1

HCID 12897229HCID 12897229, compoundYield 67.1%

Procedure

15 ml of 6 N hydrochloric acid was added to 173 mg (0.64 mmol) of N-(2-acetamido-4-pyridyl)-N'-phenylurea. The mixture was then stirred for 6 hrs. on a boiling water bath. After cooling, the crystals which deposited were removed by filtration and a small amount of water added thereto to dissolve the crystals while warming. An aqueous sodium carbonate solution was then added to the solution to neutrallize the same. The crystals which deposited were collected by filtration and recrystallized from methanol to give 98 mg. of the objective compound; yield 67.1%; m.p. above 290° C.

Workup

  1. temperatureAfter cooling
  2. customthe crystals which deposited were removed by filtration
  3. additiona small amount of water added
  4. dissolutionto dissolve the crystals
  5. temperaturewhile warming
  6. additionAn aqueous sodium carbonate solution was then added to the solution
  7. filtrationThe crystals which deposited were collected by filtration
  8. customrecrystallized from methanol
  9. customto give 98 mg

Sources & evidence

ORD record
ord-6cd38e9815fb45a5a4ed423faa2d61b1
Source dataset
uspto-grants-1981_07
Patent number
US04279639

Reaction notes

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