Ethanol → 2-(1-Hydroxy-4-(thiophene-2-sulfonamido)naphthalen-2-ylsulfonyl)acetic acid

HRID 1258383ノート

反応式

HRID 1258383 の反応式
C(O[C:4]1[C:13](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[N:15][S:16]([C:19]2[S:20][CH:21]=[CH:22][CH:23]=2)(=[O:18])=[O:17])[CH:5]=1)C.ClC1C(=O)C2C(=CC=CC=2)/C(=N/[S:37](C2SC=CC=2)(=[O:39])=[O:38])/C=1.[O-:45][CH2:46][CH3:47].[Na+].C([OH:51])C>>[OH:14][C:13]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([NH:15][S:16]([C:19]2[S:20][CH:21]=[CH:22][CH:23]=2)(=[O:17])=[O:18])=[CH:5][C:4]=1[S:37]([CH2:47][C:46]([OH:51])=[O:45])(=[O:39])=[O:38]

参加物

5

反応物 4

HCID 702Ethanol2 回HCID 2723922Sodium ethoxideHCID 22524852(NE)-N-(3-chloro-4-oxonaphthalen-1-ylidene)thiophene-2-sulfonamideHCID 67330544N-(3-ethoxy-4-oxonaphthalen-1(4H)-ylidene)thiophene-2-sulfonamide

生成物 1

HCID 446089912-(1-Hydroxy-4-(thiophene-2-sulfonamido)naphthalen-2-ylsulfonyl)acetic acid収率 28.8%

実験手順

5.2.36 N-(3-ethoxy-4-oxonaphthalen-1(4H)-ylidene)thiophene-2-sulfonamide (13a): 33.8 mg (E)-N-(3-chloro-4-oxonaphthalen-1(4H)-ylidene)thiophene-2-sulfonamide was suspended in 2 ml ethanol, to which was added 0.5 ml sodium ethoxide in ethanol solution (0.2 M). The suspension disappeared and in 5 min it turned cloudy with yellow precipitate. The resulting reaction mixture was concentrated and the crude product was purified by flash column (EtOAc/Hex) affording the title compound 10 mg (28.8%) as a bright yellow solid.

後処理

  1. customThe resulting reaction mixture
  2. concentrationwas concentrated
  3. customthe crude product was purified by flash column (EtOAc/Hex)

出典と根拠

ORDレコード
ord-992bd71c870d4c1e9d416e699f699337
出典データセット
uspto-grants-2013_06
特許番号
US08466157B2

反応ノート

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