Tetrahydrofuran → N-(4-(1-adamantyl)-2-methylphenyl)-2-chloro-5-nitrobenzenesulfonamide

HRID 719760

반응식

HRID 719760 반응식
O1CCCC1.Cl.[C:7]12([C:17]3[CH:23]=[CH:22][C:20]([NH2:21])=[C:19]([CH3:24])[CH:18]=3)[CH2:16][CH:11]3[CH2:12][CH:13]([CH2:15][CH:9]([CH2:10]3)[CH2:8]1)[CH2:14]2.C(N(CC)CC)C.[Cl:32][C:33]1[CH:38]=[CH:37][C:36]([N+:39]([O-:41])=[O:40])=[CH:35][C:34]=1[S:42](Cl)(=[O:44])=[O:43]>O>[C:7]12([C:17]3[CH:23]=[CH:22][C:20]([NH:21][S:42]([C:34]4[CH:35]=[C:36]([N+:39]([O-:41])=[O:40])[CH:37]=[CH:38][C:33]=4[Cl:32])(=[O:44])=[O:43])=[C:19]([CH3:24])[CH:18]=3)[CH2:14][CH:13]3[CH2:15][CH:9]([CH2:10][CH:11]([CH2:12]3)[CH2:16]1)[CH2:8]2

참가 물질

6

반응물 4

HCID 8028Tetrahydrofuran2회HCID 8471TriethylamineHCID 206302-Chloro-5-nitrobenzenesulfonyl chlorideHCID 163762694-(1-Adamantanyl)-2-methylaniline hydrochloride

생성물 1

HCID 9955931N-(4-(1-adamantyl)-2-methylphenyl)-2-chloro-5-nitrobenzenesulfonamide수율 36.2%

시약·촉매·용매 1

HCID 962Water용매

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온도
40 °C

실험 절차

To 5 mL of a tetrahydrofuran solution comprising 250 mg of 4-(1-adamantyl)-2-methylaniline hydrochloride and 200 mg of triethylamine, 5 mL of a tetrahydrofuran solution comprising 230 mg of 2-chloro-5-nitrobenzenesulfonylchloride was dropwise added, followed by stirring at about 40° C. for about 7 hours. After the mixture was left to stand for cooling, water was added thereto, extraction with chloroform, drying over salt cake and concentration under reduced pressure were carried out to obtain crude crystals. The crude crystals were recrystalized from ether to obtain 150 mg of N-(4-(1-adamantyl)-2-methylphenyl)-2-chloro-5-nitrobenzenesulfonamide (Compound No. 48) having a melting point of 238° C.

후처리

  1. additionwas dropwise added
  2. waitAfter the mixture was left
  3. temperaturefor cooling
  4. extractionextraction with chloroform
  5. dry with materialdrying over salt cake and concentration under reduced pressure
  6. customto obtain crude crystals
  7. customThe crude crystals were recrystalized from ether

출처 및 근거

ORD 기록
ord-777acafa4f66488789b044b218be0731
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07132546B2

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