4-Amino-1-naphthalenesulfonic acid → 4-Benzoylamino-naphthalene-1-sulfonic acid

HRID 561270

반응식

HRID 561270 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.[C:16](Cl)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>N1C=CC=CC=1>[C:16]([NH: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:13])=[O:14])=[CH:4][CH:3]=1)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

4

반응물 2

HCID 67904-Amino-1-naphthalenesulfonic acidHCID 7412Benzoyl chloride

생성물 1

HCID 35301064-Benzoylamino-naphthalene-1-sulfonic acid수율 61.1%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of 4-amino-naphthalene-1-sulfonic acid (2.3 g, 10.0 mmol) in pyridine (15 mL), was added benzoyl chloride (1.4 mL, 12.0 mmol) and the resultant solution was heated at 100° C. and stirred overnight. The solvent was removed in vacuo and the crude material was recrystallized from MeOH (2×) to give the pyridinium salt of 4-benzoylamino-naphthalene-1-sulfonic acid (2.0 g) as a gray colored solid. 1H NMR (300 MHz, DMSO) δ 8.92 (m, 3H), 8.60 (t, 1H), 8.00 (m, 6H), 7.55 (m, 6H); LC/MS m/z 327 (M−H)−.

후처리

  1. customThe solvent was removed in vacuo
  2. customthe crude material was recrystallized from MeOH (2×)

출처 및 근거

ORD 기록
ord-cda87cd548f944b7bcc204dbb1051f7b
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063222B2

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