p-Toluenesulfonic acid → HCID 69289085、化合物

HRID 2249510

反応式

HRID 2249510 の反応式
[CH2:1]([O:3][C:4]([C:6]1[N:7]([S:12]([CH3:15])(=[O:14])=[O:13])[CH:8]=[C:9]([NH2:11])[CH:10]=1)=[O:5])[CH3:2].[F:16][C:17]1[C:24]([F:25])=[CH:23][CH:22]=[CH:21][C:18]=1[CH:19]=O.CC1C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH2:1]([O:3][C:4]([C:6]1[N:7]([S:12]([CH3:15])(=[O:14])=[O:13])[CH:8]=[C:9]([N:11]=[CH:19][C:18]2[CH:21]=[CH:22][CH:23]=[C:24]([F:25])[C:17]=2[F:16])[CH:10]=1)=[O:5])[CH3:2]

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 1376642,3-DifluorobenzaldehydeHCID 596397164-Amino-1-methanesulfonyl-1H-pyrrole-2-carboxylic acid ethyl ester

生成物 1

HCID 69289085HCID 69289085、化合物

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To a solution of 4-amino-1-methanesulfonyl-1H-pyrrole-2-carboxylic acid ethyl ester (2.1 g, 9.04 mmol) in anhydrous benzene (100 mL) was added 2,3-difluoro-benzaldehyde (1.29 g, 9.08 mmol) and catalytic amount of TsOH. The reaction mixture was heated under reflux in the presence of Dean-Stark trap for 24 hours. The solvent was then removed by evaporation and the residue was dried on the high vacuum pump for 16 hours for the next step use (2.9 g crude product). 1H NMR (500 MHz, DMSO-d6) δ8.99 (s, 1H), 7.85 (t, 1H), 7.75 (s, 1H), 7.58 (m, 2H), 7.32 (m, 1H), 4.32 (q, 2H), 3.90 (s, 3H), 2.51 (DMSO), 1.35 (t, 3H) ppm.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux in the presence of Dean-Stark trap for 24 hours
  3. customThe solvent was then removed by evaporation
  4. dry with materialthe residue was dried on the high vacuum pump for 16 hours for the next step use (2.9 g crude product)

出典と根拠

ORDレコード
ord-dc2863dd10c9432d85f32b65b99bf4e1
出典データセット
uspto-grants-2008_01
特許番号
US07314885B2

関連ノート

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