Ammonium Hydroxide → 2-Amino-6-chloronicotinic acid

HRID 30096

반응식

HRID 30096 반응식
Cl[C:2]1[N:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[OH-].[NH4+:13]>>[NH2:13][C:2]1[N:10]=[C:9]([Cl:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

참가 물질

3

반응물 2

HCID 14923Ammonium HydroxideHCID 8540472,6-Dichloronicotinic acid

생성물 1

HCID 122639922-Amino-6-chloronicotinic acid수율 34%

반응 조건

온도
145 °C

실험 절차

A solution of 2,6-dichloronicotinic acid (10 g, 46.9 mmol, Aldrich 90%) was dissolved in concentrated ammonium hydroxide (100 mL, 29.4%, Fisher) and heated at 130-160° C. in a pressure bottle for 1-2 days before solvent was removed in vacuo. The residue was treated with water and the pH was lowered to ˜8 with concentrated hydrochloric acid. The resulting mixture was extracted with ethyl acetate and the combined organic extracts were washed with brine, dried, concentrated and the crude product was recrystallized from ethyl acetate to give 2-Amino-6-chloro-nicotinic acid as white crystalline (2.74g, 34 % yield). HRMS, observed: 172.0042, Calcd for M+: 172.0040

후처리

  1. customwas removed in vacuo
  2. additionThe residue was treated with water
  3. extractionThe resulting mixture was extracted with ethyl acetate
  4. washthe combined organic extracts were washed with brine
  5. customdried
  6. concentrationconcentrated
  7. customthe crude product was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-6237c299266048aca0b33d6d74d4643e
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423051B2

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