4-Chlorobenzoic Acid → HCID 178477971、化合物

HRID 621850

反応式

HRID 621850 の反応式
[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][N:3]=1.[Cl:9][C:10]1[CH:18]=[CH:17][C:13]([C:14](O)=O)=[CH:12][CH:11]=1.[OH-].[NH4+].[OH-].[Na+]>>[Cl:9][C:10]1[CH:18]=[CH:17][C:13]([C:14]2[NH:1][C:2]3=[N:3][CH:4]=[CH:5][CH:6]=[C:7]3[N:8]=2)=[CH:12][CH:11]=1

参加物

5

反応物 4

HCID 63184-Chlorobenzoic AcidHCID 99562,3-DiaminopyridineHCID 14798Sodium HydroxideHCID 14923Ammonium Hydroxide

生成物 1

HCID 178477971HCID 178477971、化合物収率 4.4%

反応条件

温度
180 °C

実験手順

A mixture of 2,3-diaminopyridine (10.9 g, 0.1 mole), p-chlorobenzoic acid (16.0 g, 0.102 mole), and 150 g of polyphosphoric acid was heated at 180° C. in an oil bath for 31/2 hr. The reaction mixture was neutralized with concentrated ammonium hydroxide and basified with sodium hydroxide. The precipitate was filtered and washed with water. The solid was treated with dilute sodium hydroxide, filtered, washed with water, and dried under high vacuum at 60° C. overnight. A 3-g sample was dissolved in hot methanol, and the solution was treated with 3 g of charcoal, and filtered through a Celite pad. The product crystallized from the filtrate upon cooling. The precipitate was filtered, washed with methanol-water (2:1), and dried under high vacuum at 70° C. to give 1.0 g of the title compound, mp 305°-8° C. with sublimation.

後処理

  1. filtrationThe precipitate was filtered
  2. washwashed with water
  3. additionThe solid was treated with dilute sodium hydroxide
  4. filtrationfiltered
  5. washwashed with water
  6. customdried under high vacuum at 60° C. overnight
  7. dissolutionA 3-g sample was dissolved in hot methanol
  8. additionthe solution was treated with 3 g of charcoal
  9. filtrationfiltered through a Celite pad
  10. customThe product crystallized from the filtrate
  11. temperatureupon cooling
  12. filtrationThe precipitate was filtered
  13. washwashed with methanol-water (2:1)
  14. customdried under high vacuum at 70° C.

出典と根拠

ORDレコード
ord-049ebbbfdad54b5e970b0bfd4b8f922b
出典データセット
uspto-grants-1989_04
特許番号
US04824951

関連ノート

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