Methylamine → 2-chloro-N-methyl-5-nitropyrimidin-4-amine

HRID 29818

반응식

HRID 29818 반응식
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1.[CH3:12][NH2:13]>C1COCC1>[Cl:1][C:2]1[N:7]=[C:6]([NH:13][CH3:12])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1

참가 물질

4

반응물 2

HCID 6329MethylamineHCID 5212662,4-Dichloro-5-nitropyrimidine

생성물 1

HCID 71472322-chloro-N-methyl-5-nitropyrimidin-4-amine수율 99.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 2,4-dichloro-5-nitropyrimidine (7.26 g, 37.4 mmol) in THF (100 ml) is cooled to −78° C. A solution of methyl amine (8 M in methanol, 9.35 mL, 74.8 mmol) is added dropwise. The mixture is allowed to warm to room temperature, and concentrated. The residue is partitioned between ethyl acetate and water. The layer is separated and the aqueous layer is extracted with ethyl acetate. The combined organic extracts are washed with brine, dried over Na2SO4, filtered and concentrated to afford the title product (7.0 g). (Note: the product contains 5% regio-isomer, 4-chloro-2-(methylamino)-5-nitropyrimidine). The residue is used in the next step without further purification.

후처리

  1. concentrationconcentrated
  2. customThe residue is partitioned between ethyl acetate and water
  3. customThe layer is separated
  4. extractionthe aqueous layer is extracted with ethyl acetate
  5. washThe combined organic extracts are washed with brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-83d91350d3d04fa4bc5182a219334930
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423038B2

연결된 노트

불러오는 중…