p-Toluenesulfonic acid → HCID 69289085, 화합물

HRID 2249510

반응식

HRID 2249510 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 69289085HCID 69289085, 화합물

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-dc2863dd10c9432d85f32b65b99bf4e1
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07314885B2

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