Sulfanilamide → ethyl 5-(4-bromophenyl)-2-methyl-1-(4-sulfamoylphenyl)-1H-pyrrole-3-carboxylate

HRID 1913384

反応式

HRID 1913384 の反応式
[C:1]([CH:4]([CH2:10][C:11]([C:13]1[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][CH:14]=1)=O)[C:5]([O:7][CH2:8][CH3:9])=[O:6])(=O)[CH3:2].[NH2:20][C:21]1[CH:26]=[CH:25][C:24]([S:27]([NH2:30])(=[O:29])=[O:28])=[CH:23][CH:22]=1>C(O)(=O)C>[NH2:30][S:27]([C:24]1[CH:23]=[CH:22][C:21]([N:20]2[C:11]([C:13]3[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][CH:14]=3)=[CH:10][C:4]([C:5]([O:7][CH2:8][CH3:9])=[O:6])=[C:1]2[CH3:2])=[CH:26][CH:25]=1)(=[O:28])=[O:29]

参加物

4

反応物 2

HCID 5333SulfanilamideHCID 14173974Ethyl 2-acetyl-4-(4-bromophenyl)-4-oxobutanoate

生成物 1

HCID 24895703ethyl 5-(4-bromophenyl)-2-methyl-1-(4-sulfamoylphenyl)-1H-pyrrole-3-carboxylate

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of Example 1A (3.3 g, 10.1 mmol) and 4-aminobenzenesulfonamide (1.74 g, 10.1 mmol) in glacial acetic acid (75 mL) was heated to 100° C. for 48 hours. After cooling the mixture was concentrated under reduced pressure. Ether (50 mL) was added to the residue and the precipitate was isolated by filtration. The pale yellow solid was washed with ether and dried. 1H NMR (CDCl3) δ ppm 1.32 (3H), 2.20 (3H), 3.50 (2H), 4.27 (2H), 6.85 (1H), 7.30-7.90 (8H); MS (ESI) m/z m/z 462/464.

後処理

  1. temperatureAfter cooling the mixture
  2. concentrationwas concentrated under reduced pressure
  3. additionEther (50 mL) was added to the residue
  4. customthe precipitate was isolated by filtration
  5. washThe pale yellow solid was washed with ether
  6. customdried

出典と根拠

ORDレコード
ord-d7b6c2cac3e140ceafc67beaafe23674
出典データセット
uspto-grants-2013_12
特許番号
US08609713B2

関連ノート

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