1-Naphthalenesulfonic acid, 4-amino-5-hydroxy- → 5-Hydroxy-4-m-nitrobenzamido-1-naphthalenesulfonic acid sodium salt

HRID 66327

反応式

HRID 66327 の反応式
[CH:1]1[CH:10]=[C:9]([OH:11])[C:8]2[C:3](=[C:4]([S:13]([OH:16])(=[O:15])=[O:14])[CH:5]=[CH:6][C:7]=2[NH2:12])[CH:2]=1.[OH-].[Na+:18].[N+:19]([C:22]1[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=1)[C:25](Cl)=[O:26])([O-:21])=[O:20]>O>[Na+:18].[OH:11][C:9]1[CH:10]=[CH:1][CH:2]=[C:3]2[C:8]=1[C:7]([NH:12][C:25](=[O:26])[C:24]1[CH:28]=[CH:29][CH:30]=[C:22]([N+:19]([O-:21])=[O:20])[CH:23]=1)=[CH:6][CH:5]=[C:4]2[S:13]([O-:16])(=[O:15])=[O:14]

参加物

5

反応物 3

HCID 67521-Naphthalenesulfonic acid, 4-amino-5-hydroxy-HCID 8495Benzoyl chloride, 3-nitro-HCID 14798Sodium Hydroxide

生成物 1

HCID 887430535-Hydroxy-4-m-nitrobenzamido-1-naphthalenesulfonic acid sodium salt

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A 43 g portion of recrystallized 8-amino-1-naphthol-5-sulfonic acid is suspended in 80 ml of water and 180 ml of 1N sodium hydroxide is added, then 66.6 g of m-nitrobenzoyl chloride is added all at once, washing in with a small amount of ether. The mixture is shaken for 5 minutes and another 180 ml of 1N sodium hydroxide is added with shaking for 1/2 hour. The latter addition of sodium hydroxide and shaking is repeated two more times. The resulting solution is filtered and the filtrate is made acid to Congo Red with hydrochloric acid, a precipitate forms which is collected by filtration. The solid is stirred with about 500 ml of ether and is filtered. This operation is repeated. The ethereal layer is then removed by vacuum siphoning and the solid is then dissolved in about 350 ml of hot water which is allowed to cool to give the product as a green solid which is collected by filtration. The product is then washed with saturated saline solution, 50% ethyl alcohol, absolute ethyl alcohol and ether.

後処理

  1. washwashing in with a small amount of ether
  2. additionanother 180 ml of 1N sodium hydroxide is added
  3. stirringwith shaking for 1/2 hour
  4. additionThe latter addition of sodium hydroxide
  5. stirringshaking
  6. filtrationThe resulting solution is filtered
  7. filtrationa precipitate forms which is collected by filtration
  8. stirringThe solid is stirred with about 500 ml of ether
  9. filtrationis filtered
  10. customThe ethereal layer is then removed by vacuum siphoning
  11. dissolutionthe solid is then dissolved in about 350 ml of hot water which
  12. temperatureto cool

出典と根拠

ORDレコード
ord-8ee5ce0d1e794df1b81efe9249acb144
出典データセット
uspto-grants-1978_12
特許番号
US04131684

関連ノート

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