4-Amino-1-naphthalenesulfonic acid → 4-Methanesulfonamido-1-naphthalene sulfonic acid pyridinium salt

HRID 565801

반응식

HRID 565801 반응식
[NH2:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([S:12]([OH:15])(=[O:14])=[O:13])=[CH:4][CH:3]=1.[CH3:16][S:17](Cl)(=[O:19])=[O:18]>N1C=CC=CC=1>[NH+:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1.[CH3:16][S:17]([NH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([S:12]([O-:15])(=[O:13])=[O:14])=[CH:4][CH:3]=1)(=[O:19])=[O:18]

참가 물질

4

반응물 2

HCID 67904-Amino-1-naphthalenesulfonic acidHCID 31297Methanesulfonyl chloride

생성물 1

HCID 1317221234-Methanesulfonamido-1-naphthalene sulfonic acid pyridinium salt수율 123.7%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

A suspension of 4-amino-1-naphthalene sulfonic acid (200 g, 0.897 mole) in 800 ml of pyridine was stirred mechanically while methanesulfonyl chloride (70 ml, 0.9 mole) was added slowly over about 10 min. The reaction warmed to about 60° as the solid dissolved and then slowly cooled to room temperature. The mixture was stirred overnight while a solid precipitated. After filtering and washing with 500 ml of ether, the solid was dried under a nitrogen stream to afford 211 g (62%) of 4-methanesulfonamido-1-naphthalene sulfonic acid pyridinium salt.

후처리

  1. additionwas added slowly over about 10 min
  2. temperatureThe reaction warmed to about 60° as the solid
  3. dissolutiondissolved
  4. customprecipitated
  5. filtrationAfter filtering
  6. washwashing with 500 ml of ether
  7. customthe solid was dried under a nitrogen stream

출처 및 근거

ORD 기록
ord-a153fc696dc3431189785507dd4ef025
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06172260B2

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