Urea → HCID 54270804, compound

HRID 614351Notes

Reaction equation

HRID 614351 reaction equation
[NH2:1][C:2]1[C:3]([NH:9][C:10]2[CH:15]=[CH:14][C:13]3[O:16][CH2:17][O:18][C:12]=3[CH:11]=2)=[N:4][C:5]([Cl:8])=[CH:6][CH:7]=1.N[C:20](N)=[O:21]>>[Cl:8][C:5]1[N:4]=[C:3]2[N:9]([C:10]3[CH:15]=[CH:14][C:13]4[O:16][CH2:17][O:18][C:12]=4[CH:11]=3)[C:20](=[O:21])[NH:1][C:2]2=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 1176UreaHCID 21329315HCID 21329315, compound

Product 1

HCID 54270804HCID 54270804, compound

Procedure

A mixture of 7.9 g. of the aminopyridine product of Step B and 25 g. of urea was heated in an oil bath at 185°-190° C. The reaction was kept at this temperature for 10 minutes then cooled and extracted with water. The crude product was extracted with 75 ml. of 2.5 N sodium hydroxide. The alkaline solution was treated with charcoal and excess acetic acid then was added to precipitate the product. The precipitate was purified by crystallization from dimethylformamide-ether.

Workup

  1. additionA mixture of 7.9 g
  2. temperaturethen cooled
  3. extractionextracted with water
  4. extractionThe crude product was extracted with 75 ml
  5. additionThe alkaline solution was treated with charcoal and excess acetic acid
  6. additionthen was added
  7. customto precipitate the product
  8. customThe precipitate was purified by crystallization from dimethylformamide-ether

Sources & evidence

ORD record
ord-de9c0d3312594e0f8e46deedb69e1bc2
Source dataset
uspto-grants-1979_03
Patent number
US04144341

Reaction notes

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