Hydrochloric Acid → 3-(Dodecane-1-sulfonylamino)-4-methoxy-N-(3,4-dichloro-phenyl)-benzamide

HRID 1859752

반응식

HRID 1859752 반응식
N1C=CC=CC=1.[CH2:7]([S:19](Cl)(=[O:21])=[O:20])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[NH2:23][C:24]1[CH:25]=[C:26]([CH:38]=[CH:39][C:40]=1[O:41][CH3:42])[C:27]([NH:29][C:30]1[CH:35]=[CH:34][C:33]([Cl:36])=[C:32]([Cl:37])[CH:31]=1)=[O:28].Cl>O>[CH2:7]([S:19]([NH:23][C:24]1[CH:25]=[C:26]([CH:38]=[CH:39][C:40]=1[O:41][CH3:42])[C:27]([NH:29][C:30]1[CH:35]=[CH:34][C:33]([Cl:36])=[C:32]([Cl:37])[CH:31]=1)=[O:28])(=[O:21])=[O:20])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 66280Dodecylsulfonyl chlorideHCID 99486273-Amino-4-methoxy-N-(3,4-dichlorophenyl)-benzamide

생성물 1

HCID 186263143-(Dodecane-1-sulfonylamino)-4-methoxy-N-(3,4-dichloro-phenyl)-benzamide수율 79.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Pyridine (5 mL) was added to a mixture of 1-dodecane-sulfonyl chloride (Maybridge) (0.8 g, 3.0 mmol) and 3-amino-4-methoxy-N-(3,4-dichloro-phenyl)-benzamide from Example 4 (0.73 g, 3.0 mmol) and stirred at room temperature. After 5 days the mixture was heated on a steambath for 1.5 hours, allowed to cool, and added to water (150 mL), acidified with 4N HCl, and stirred for an hour. The precipitate was filtered off, rinsed with water then with ethanol and dried to afford the product (1.3 g); m.p. 151-152° C. after recrystallization from ethanol and chromatography on silica gel in CHCl3/EtOAc (9:1).

후처리

  1. temperatureAfter 5 days the mixture was heated on a steambath for 1.5 hours
  2. temperatureto cool
  3. stirringstirred for an hour
  4. filtrationThe precipitate was filtered off
  5. washrinsed with water
  6. dry with materialwith ethanol and dried

출처 및 근거

ORD 기록
ord-fd606becb84f46d680e6f26fc11eb501
출처 데이터셋
uspto-grants-2003_03
특허 번호
US06528528B2

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