Hydrochloric Acid → 8-(p-Nitrobenzamido)-1,3,6-naphthalenetrisulfonic acid trisodium salt

HRID 904030

反応式

HRID 904030 の反応式
[Na+:1].[Na+].[Na+].[NH2:4][C:5]1[CH:6]=[C:7]([S:23]([O-:26])(=[O:25])=[O:24])[CH:8]=[C:9]2[C:14]=1[C:13]([S:15]([O-:18])(=[O:17])=[O:16])=[CH:12][C:11]([S:19]([O-:22])(=[O:21])=[O:20])=[CH:10]2.[OH-].[Na+].[N+:29]([C:32]1[CH:40]=[CH:39][C:35]([C:36](Cl)=[O:37])=[CH:34][CH:33]=1)([O-:31])=[O:30].Cl>O.C(OCC)C>[Na+:1].[Na+:1].[Na+:1].[N+:29]([C:32]1[CH:33]=[CH:34][C:35]([C:36]([NH:4][C:5]2[CH:6]=[C:7]([S:23]([O-:26])(=[O:25])=[O:24])[CH:8]=[C:9]3[C:14]=2[C:13]([S:15]([O-:18])(=[O:17])=[O:16])=[CH:12][C:11]([S:19]([O-:22])(=[O:20])=[O:21])=[CH:10]3)=[O:37])=[CH:39][CH:40]=1)([O-:31])=[O:30]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 85024-Nitrobenzoyl chlorideHCID 14798Sodium HydroxideHCID 1018991,3,6-Naphthalenetrisulfonic acid, 8-amino-, sodium salt (1:?)

生成物 1

HCID 1317113678-(p-Nitrobenzamido)-1,3,6-naphthalenetrisulfonic acid trisodium salt収率 238.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 3283Diethyl Ether溶媒

実験手順

To a solution of 27.0 g of 8-amino-1,3,6-naphthalenetrisulfonic acid trisodium salt in 100 ml of water and 60 ml of N sodium hydroxide is added 22.5 g of p-nitrobenzoyl chloride and 30 ml of diethyl ether. The reaction mixture is shaken in a separatory funnel for about 15 minutes, and another 60 ml portion of base is added. After shaking for 15 minutes the procedure is repeated with two additional 60 ml portions of base. The reaction mixture is acidified with 7.5 ml of concentrated hydrochloric acid and diluted with 250 ml of water, then extracted 9 times with 300 ml portions of ether. The aqueous phase is neutralized with 5 N sodium hydroxide and allowed to stand overnight at room temperature, then is filtered through diatomaceous earth. The filtrate is concentrated to a low volume in vacuo at 55°-60° C. The crystalline solid formed is collected by filtration, washed and slurried with absolute ethyl alcohol to yield 28.6 g of 8-(p-nitrobenzamido)-1,3,6-naphthalenetrisulfonic acid trisodium salt.

後処理

  1. additionanother 60 ml portion of base is added
  2. stirringAfter shaking for 15 minutes the procedure
  3. extractionextracted 9 times with 300 ml portions of ether
  4. waitto stand overnight at room temperature
  5. filtrationis filtered through diatomaceous earth
  6. concentrationThe filtrate is concentrated to a low volume in vacuo at 55°-60° C
  7. customThe crystalline solid formed
  8. filtrationis collected by filtration
  9. washwashed

出典と根拠

ORDレコード
ord-62ed7ee46d4341eeaaae949ff6c0bb21
出典データセット
uspto-grants-1980_10
特許番号
US04229584

関連ノート

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