Sulfapyridine → Homosulphasalazine

HRID 1248965

反応式

HRID 1248965 の反応式
[CH:1]1[CH:2]=[CH:3][N:4]=[C:5]([NH:7][S:8]([C:11]2[CH:12]=[CH:13][C:14]([NH2:17])=[CH:15][CH:16]=2)(=[O:10])=[O:9])[CH:6]=1.[N:18]([O-])=O.[Na+].[OH:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[CH2:29][C:30]([OH:32])=[O:31].[OH-].[Na+]>O.Cl>[OH:22][C:23]1[CH:28]=[CH:27][C:26]([N:18]=[N:17][C:14]2[CH:13]=[CH:12][C:11]([S:8]([NH:7][C:5]3[CH:6]=[CH:1][CH:2]=[CH:3][N:4]=3)(=[O:10])=[O:9])=[CH:16][CH:15]=2)=[CH:25][C:24]=1[CH2:29][C:30]([OH:32])=[O:31]

参加物

7

反応物 4

HCID 5336Sulfapyridine2 回HCID 11970(2-Hydroxyphenyl)acetic acidHCID 14798Sodium HydroxideHCID 23668193Sodium Nitrite

生成物 1

HCID 192035Homosulphasalazine

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒2 回HCID 962Water溶媒3 回

実験手順

12 g sulfapyridine was dissolved with cooling to 0° C. in 40 ml water and 12 ml conc. hydrochloric acid. 3.5 g sodium nitrite in 20 ml water was added to the sulfapyridine solution during about 15 minutes with stirring and cooling. The diazonium salt solution was added to 7.6 g 2-hydroxy-benzeneacetic acid and 7 g sodium hydroxide in 50 ml water at 0°-10° C. After stirring for 1.5 h the solution was acidified by hydrochloric acid. The precipitating product was filtered off and washed with water. Yield 18.1 g. The product was dissolved in acetic acid and treated with 5 g decolourizing coal. The solution was filtered and evaporated in vacuum. This was repeated once, a pure product being obtained, which during partial melting at about 135° C. was converted into another crystal modification of melting point 185°-187° C. with decomposition.

後処理

  1. temperaturecooling
  2. stirringAfter stirring for 1.5 h the solution
  3. filtrationThe precipitating product was filtered off
  4. washwashed with water
  5. dissolutionThe product was dissolved in acetic acid
  6. additiontreated with 5 g
  7. filtrationThe solution was filtered
  8. customevaporated in vacuum
  9. customa pure product being obtained

出典と根拠

ORDレコード
ord-e64b64b6fc094a41b0a7b76a6ba35ead
出典データセット
uspto-grants-1986_12
特許番号
US04628083

関連ノート

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