Maleic Anhydride → HCID 178516299、化合物

HRID 263022

反応式

HRID 263022 の反応式
[N:1]([O-])=O.[Na+].[F:5][C:6]([F:16])([F:15])[O:7][C:8]1[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][CH:9]=1.O.[Sn](Cl)(Cl)(Cl)Cl.[C:23]1(=[O:29])O[C:26](=[O:27])[CH:25]=[CH:24]1>O.Cl>[F:5][C:6]([F:15])([F:16])[O:7][C:8]1[CH:14]=[CH:13][C:11]([N:12]2[C:26](=[O:27])[CH:25]=[CH:24][C:23]([OH:29])=[N:1]2)=[CH:10][CH:9]=1

参加物

7

反応物 4

HCID 7923Maleic AnhydrideHCID 6008484-(Trifluoromethoxy)anilineHCID 23668193Sodium NitriteHCID 45051637Tin chloride monohydrate

生成物 1

HCID 178516299HCID 178516299、化合物収率 49%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒2 回HCID 962Water溶媒2 回

反応条件

温度
100 °C

実験手順

The substituted pyridazinones of the formula (III), to be used as starting materials for the preparation of the compounds of the formula (I), could be prepared, for example, as follows: ##STR7## A solution of 68.3 g of sodium nitrite in 135 ml of water was added dropwise, at 0°-5° C., to a solution of 133 g (0.75 mol) of 4-trifluoromethoxyaniline in 300 ml of concentrated hydrochloric acid and 300 ml of water. After the end of the addition, the reaction mixture was allowed to run, at 5°-10° C., into a solution of 450 g of tin chloride hydrate in 450 ml of hydrochloric acid. After half an hour the salt which had precipitated was filtered off and dissolved in 900 ml of hot water, and the solution was filtered. 73.5 g (0.75 mol) of maleic anhydride were then added to the filtrate at 95°-100° C. and the mixture was stirred for a further hour at 100° C. The product which had precipitated was filtered off at 80° C., rinsed with warm water and then dissolved in dilute sodium hydroxide solution. The filtered solution was acidified with hydrochloric acid and the product which had crystallized out was then filtered off and rinsed with water. 99 g (49% of theory) of 1-(4-trifluoromethoxyphenyl)-3-hydroxy-1,6-dihydropyridazin-6-one were thus obtained in the form of a beige powder of melting point 243° C.

後処理

  1. additionAfter the end of the addition
  2. customAfter half an hour the salt which had precipitated
  3. filtrationwas filtered off
  4. dissolutiondissolved in 900 ml of hot water
  5. filtrationthe solution was filtered
  6. customThe product which had precipitated
  7. filtrationwas filtered off at 80° C.
  8. washrinsed with warm water
  9. dissolutiondissolved in dilute sodium hydroxide solution
  10. customthe product which had crystallized out
  11. filtrationwas then filtered off
  12. washrinsed with water

出典と根拠

ORDレコード
ord-97cdc16d9e8b4c90aa4d059ea2d8924f
出典データセット
uspto-grants-1979_05
特許番号
US04155998

関連ノート

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