Hydrochloric Acid → 5-[(4-Amino-3-methoxyphenyl)methyl]pyrimidine-2,4-diamine

HRID 279983

반응식

HRID 279983 반응식
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9]O)=[CH:4][N:3]=1.[CH3:11][O:12][C:13]1[C:14]([NH2:19])=[CH:15][CH:16]=[CH:17][CH:18]=1.Cl>C(O)(=O)C>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:17]2[CH:16]=[CH:15][C:14]([NH2:19])=[C:13]([O:12][CH3:11])[CH:18]=2)=[CH:4][N:3]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 70002-MethoxyanilineHCID 2958782,4-Diamino-5-pyrimidinemethanol

생성물 1

HCID 130431285-[(4-Amino-3-methoxyphenyl)methyl]pyrimidine-2,4-diamine수율 70.8%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A solution of 6.30 g (0.045 mol) of 2,4-diamino-5-hydroxymethylpyrimidine, 6.15 g (0.05 mol) of o-anisidine and 3.75 ml of concentrated hydrochloric acid in 55 ml of glacial acetic acid was heated to reflux for 6 hours. The mixture was stirred at room temperature overnight. The solvent was removed under vaccum and the residue was taken up in water, made basic with ammonium hydroxide, and the aqueous solution was extracted with dichloromethane:methanol/3:1. The organic layers were combined, dried and concentrated to a purple glass. This was purified on a silica gel column to give 7.81 g of the 4-N-acetylated product.

후처리

  1. temperatureto reflux for 6 hours
  2. customThe solvent was removed under vaccum
  3. extractionthe aqueous solution was extracted with dichloromethane
  4. customdried
  5. concentrationconcentrated to a purple glass
  6. customThis was purified on a silica gel column

출처 및 근거

ORD 기록
ord-9654bf1c191345a1808a8d4d149be06c
출처 데이터셋
uspto-grants-1986_05
특허 번호
US04587341

연결된 노트

불러오는 중…