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Acetic Anhydride → N-(2-Chloro-4-iodophenyl)acetamide

HRID 841273
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HRID 841273 반응식
[Cl:1][C:2]1[CH:8]=[C:7]([I:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[C:10](OC(=O)C)(=[O:12])[CH3:11]>O1CCCC1>[Cl:1][C:2]1[CH:8]=[C:7]([I:9])[CH:6]=[CH:5][C:3]=1[NH:4][C:10](=[O:12])[CH3:11]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 2829302-Chloro-4-iodoaniline

생성물 1

HCID 18434368N-(2-Chloro-4-iodophenyl)acetamide수율 84%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

A solution of 2-chloro-4-iodoaniline (25 g, 96.66 mm0l) in tetrahydrofuran (100 mL) was cooled to 0° C. and then treated with acetic anhydride (50.6 g, 500 mmol). The reaction mixture was stirred at 0° C. for 10 min and then allowed to warm to 25° C. where it was stirred for 15 h. The reaction mixture was then concentrated in vacuo to remove tetrahydrofaran. The residue was crystallized from ether (50 mL) and hexanes (50 mL). The solids were collected and washed with hexanes to afford N-(2-chloro-4-iodo-phenyl)-acetamide (23.87 g, 84%) as a white crystalline solid: EI-HRMS m/e calcd for C8H7ClINO (M+) 295.1526, found 295.1532.

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후처리

  1. temperatureto warm to 25° C. where it
  2. stirringwas stirred for 15 h
  3. concentrationThe reaction mixture was then concentrated in vacuo
  4. customto remove tetrahydrofaran
  5. customThe residue was crystallized from ether (50 mL) and hexanes (50 mL)
  6. customThe solids were collected
  7. washwashed with hexanes

출처 및 근거

ORD 기록
ord-bdd30627578245bc831fcae01352c5db
출처 데이터셋
uspto-grants-2002_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06369232B1

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