Formic Acid → 2,4-Diaminonicotinaldehyde

HRID 3416

반응식

HRID 3416 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([NH2:8])[C:5](C#N)=[CH:4][N:3]=1.[CH:11]([OH:13])=O.[H][H]>[Ni].O>[NH2:1][C:2]1[N:3]=[CH:4][CH:5]=[C:6]([NH2:8])[C:7]=1[CH:11]=[O:13]

참가 물질

6

반응물 3

HCID 284Formic AcidHCID 2958964,6-DiaminonicotinonitrileHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 218500292,4-Diaminonicotinaldehyde

시약·촉매·용매 2

HCID 935Nickel촉매HCID 962Water용매

실험 절차

A suspension of 13.4 g of 2,4-diamino-5-cyanopyridine from Example 14, 2 g of Raney nickel catalyst, 40 mL of 97-100% formic acid, and 80 mL of water were shaken in a Parr apparatus under an atmosphere of nitrogen until the requisite amount of hydrogen was consumed. The solvents were removed under reduced pressure and the residue treated with 17 mL of concentrate HCl. The resulting pink solid was slurried in a small amount of water, filtered, washed with isopropyl alcohol, followed by diethylether, and dried. Crystallization from ethanol afforded 6.5 g of the title compound 2,4-diaminonicotinaldehyde.

후처리

  1. customwas consumed
  2. customThe solvents were removed under reduced pressure
  3. additionthe residue treated with 17 mL of concentrate HCl
  4. filtrationfiltered
  5. washwashed with isopropyl alcohol
  6. customdried
  7. customCrystallization from ethanol

출처 및 근거

ORD 기록
ord-66fceab868444128830a463ef7b06941
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733913

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