Benzyl Bromide → 3-Benzylamino-4-(beta-phenylethylamino)-5-sulphamyl-benzoic acid

HRID 918680노트

반응식

HRID 918680 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([S:20](=[O:23])(=[O:22])[NH2:21])[C:10]=1[NH:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:5]([OH:7])=[O:6].[CH2:24](Br)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C(O)C>[CH2:24]([NH:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([S:20](=[O:23])(=[O:22])[NH2:21])[C:10]=1[NH:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:5]([OH:7])=[O:6])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

참가 물질

4

반응물 2

HCID 7498Benzyl BromideHCID 125913993-Amino-4-(beta-phenylethylamino)-5-sulphamyl-benzoic acid

생성물 1

HCID 215059893-Benzylamino-4-(beta-phenylethylamino)-5-sulphamyl-benzoic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 3-amino-4-(β-phenylethylamino)-5-sulphamyl-benzoic acid (3.35 g), benzyl bromide (5.3 g), and anhydrous ethanol (30 ml) was refluxed for 48 hours. After cooling, the precipitated ethyl ester was collected by suction, recrystallized from ethanol and saponified by heating in 1N sodium hydroxide (30 ml) for 1 hour. The 3-benzylamino-4-(β-phenylethylamino)-5-sulphamyl-benzoic acid was precipitated at room temperature by addition of 4N hydrochloric acid until the pH was 2.5. After recrystallization from aqueous ethanol, the compound was obtained with a melting point of 203°C.

후처리

  1. temperaturewas refluxed for 48 hours
  2. temperatureAfter cooling
  3. customthe precipitated ethyl ester was collected by suction
  4. customrecrystallized from ethanol
  5. temperaturesaponified by heating in 1N sodium hydroxide (30 ml) for 1 hour
  6. customThe 3-benzylamino-4-(β-phenylethylamino)-5-sulphamyl-benzoic acid was precipitated at room temperature by addition of 4N hydrochloric acid until the pH was 2.5
  7. customAfter recrystallization from aqueous ethanol
  8. customthe compound was obtained with a melting point of 203°C.

출처 및 근거

ORD 기록
ord-2cf7ce1fc3b34b27997cf0097ccf2338
출처 데이터셋
uspto-grants-1976_07
특허 번호
US03971819

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