Ammonium Chloride → 4-(2-Amino-5-benzyloxy-phenylsulfanyl)-phenol

HRID 607317노트

반응식

HRID 607317 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([N+:23]([O-])=O)=[C:13]([S:15][C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[NH4+]>O1CCCC1.CO.O.[Fe]>[NH2:23][C:12]1[CH:11]=[CH:10][C:9]([O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:14][C:13]=1[S:15][C:16]1[CH:17]=[CH:18][C:19]([OH:22])=[CH:20][CH:21]=1

참가 물질

7

반응물 2

HCID 25517Ammonium ChlorideHCID 668083594-(5-Benzyloxy-2-nitro-phenylsulfanyl)-phenol

생성물 1

HCID 668086274-(2-Amino-5-benzyloxy-phenylsulfanyl)-phenol수율 95.6%

시약·촉매·용매 4

HCID 23925Iron촉매HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

The product of Example 237B (0.390 g, 1.10 mmol), iron powder (0.248 g, 4.41 mmol, 4.0 eq) and ammonium chloride (0.071 g, 1.32 mmol, 1.2 eq) in tetrahydrofuran (6 mL), methanol (6 mL) and water (2 mL) was heated under reflux for 16 hours and then cooled to room temperature. The reaction mixture was filtered through Celite, rinsing with methanol, and the filtrate was evaporated under reduced pressure to provide the title compound (0.340 g, 95%) as a gray powder that was used in subsequent reactions without further purification.

후처리

  1. temperatureunder reflux for 16 hours
  2. filtrationThe reaction mixture was filtered through Celite
  3. washrinsing with methanol
  4. customthe filtrate was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-d6fc048825cc44548167e7565e4707c5
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915411B2

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