Hydrochloric Acid → 2-Amino-6-(2-iodophenoxymethyl)benzonitrile

HRID 1364473노트

반응식

HRID 1364473 반응식
[Sn](Cl)Cl.Cl.[I:5][C:6]1[CH:24]=[CH:23][CH:22]=[CH:21][C:7]=1[O:8][CH2:9][C:10]1[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-])=O)[C:11]=1[C:12]#[N:13].[OH-].[K+]>>[NH2:18][C:14]1[CH:15]=[CH:16][CH:17]=[C:10]([CH2:9][O:8][C:7]2[CH:21]=[CH:22][CH:23]=[CH:24][C:6]=2[I:5])[C:11]=1[C:12]#[N:13]

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 24479Stannous ChlorideHCID 247775372-(2-Iodophenoxymethyl)-6-nitrobenzonitrile

생성물 1

HCID 247775412-Amino-6-(2-iodophenoxymethyl)benzonitrile수율 34.6%

반응 조건

온도
15 °C

실험 절차

To a cooled (15° C.) and stirred solution of tin (II) chloride (0.74 g, 3.29 mmol) and con. hydrochloric acid (2.0 mL) was added a solution of 2-(2-iodophenoxymethyl)-6-nitrobenzonitrile (250.0 mg, 0.66 mmol). The reaction mixture was slowly warmed to room temperature and stirred for 3 hours. The reaction mixture was poured on to crushed-ice and potassium hydroxide solution, stirred, extracted with dichloromethane, filtered and dried. Purification by silica gel chromatography (dichloromethane) yielded 80 mg of 2-amino-6-(2-iodophenoxymethyl)benzonitrile.

후처리

  1. temperatureThe reaction mixture was slowly warmed to room temperature
  2. additionThe reaction mixture was poured on
  3. stirringstirred
  4. extractionextracted with dichloromethane
  5. filtrationfiltered
  6. customdried
  7. customPurification by silica gel chromatography (dichloromethane)

출처 및 근거

ORD 기록
ord-92a8ffd3946c470ab6326a1cf4ac2142
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07888366B2

반응 노트

불러오는 중…