Urea → Isonicotinoyl Urea

HRID 1414076ノート

反応式

HRID 1414076 の反応式
[NH2:1][C:2]([NH2:4])=[O:3].[Na].[C:6](OC)(=[O:13])[C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1>N>[C:6]([NH:1][C:2]([NH2:4])=[O:3])(=[O:13])[C:7]1[CH:12]=[CH:11][N:10]=[CH:9][CH:8]=1

参加物

5

反応物 3

HCID 1176UreaHCID 227085Methyl isonicotinateHCID 5360545Sodium

生成物 1

HCID 13851072Isonicotinoyl Urea

試薬・触媒・溶媒 1

HCID 222Ammonia溶媒2 回

実験手順

Urea (7.5 g., 0.125 mole) is suspended in liquid ammonia (250 ml.) in a round bottom flask fitted with an acetone/dry-ice condenser. Sodium pellets (2.9 g., 0.125 mole) are added and, after they have dissolved, methyl isonicotinate (12 g., 0.089 mole) is added to the mixture. The ammonia is allowed to evaporate from the mixture overnight. The yellow-tan residue is dissolved in water (150 ml.), the pH of the mixture adjusted to 5.5 with glacial acetic acid, and the precipitate which forms filtered, washed with water and air dried. It is then washed with hexane and triturated with boiling methanol. The white solid (isonicotinic acid) is removed by filtration and the filtrate evaporated to dryness to give the give the title product as a yellowish solid: m.p. 245°-247° C. Quantitative analysis and infra-red data are consistent with the values expected for the product.

後処理

  1. customfitted with an acetone/dry-ice condenser
  2. dissolutionafter they have dissolved
  3. customto evaporate from the mixture overnight
  4. dissolutionThe yellow-tan residue is dissolved in water (150 ml.)
  5. filtrationthe precipitate which forms filtered
  6. washwashed with water and air
  7. customdried
  8. washIt is then washed with hexane
  9. customtriturated with boiling methanol
  10. customThe white solid (isonicotinic acid) is removed by filtration
  11. customthe filtrate evaporated to dryness
  12. customto give the

出典と根拠

ORDレコード
ord-7098d965d35e41f9ab4a034644a36eb7
出典データセット
uspto-grants-1981_02
特許番号
US04252957

反応ノート

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