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

HRID 1913384

반응식

HRID 1913384 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d7b6c2cac3e140ceafc67beaafe23674
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08609713B2

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