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Potassium Carbonate → HCID 68677136, 화합물

HRID 1992195
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HRID 1992195 반응식
[Cl:1][C:2]1[C:11]([S:12](Cl)(=[O:14])=[O:13])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].C([O-])([O-])=O.[K+].[K+].[CH:22]1([NH2:25])[CH2:24][CH2:23]1>C1C=CC=CC=1>[Cl:1][C:2]1[C:11]([S:12]([NH:25][CH:22]2[CH2:24][CH2:23]2)(=[O:14])=[O:13])=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 69828CyclopropylamineHCID 20505877HCID 20505877, 화합물

생성물 1

HCID 68677136HCID 68677136, 화합물수율 54.2%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

To a solution of methyl 2-chloro-3-(chlorosulfonyl)benzoate (608 mg, 2.26 mmol) and K2CO3 (770 mg, 5.6 mmol) in 10 mL benzene was added cyclopropylamine (0.78 mL, 11.2 mmol). Purification of the product provided methyl 2-chloro-3-[(cyclopropylamino)sulfonyl]benzoate (355 mg, 54%) as a solid. 1H NMR (400 MHz, CDCl3), δ 8.28 (dd, 1H, J=7.9, 1.7 Hz), 7.90 (dd, 1H, J=7.8, 1.7 Hz), 7.48 (t, 1H, J=7.8 Hz), 5.63 (s, 1H), 3.93 (s, 3H), 2.17 (m, 1H), 0.65-0.58 (m, 2H), 0.57-0.50 (m, 2H); ESI-MS 290 (M+H), 312 (M+Na). Methyl 2-chloro-3-[(cyclopropylamino)sulfonyl]benzoate was hydrolyzed using aqueous NaOH to provide 2-chloro-3-[(cyclopropylamino)sulfonyl]benzoic acid as a solid, which was used without further purification. ESI-MS 276 (M+H), 298 (M+Na).

후처리

  1. customPurification of the product

출처 및 근거

ORD 기록
ord-e38c690f0a9747a88569395bd52da668
출처 데이터셋
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07645771B2

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