Phosphorus oxychloride → 4-chloro-5-nitropyrimidin-2-amine

HRID 2270990노트

반응식

HRID 2270990 반응식
[NH2:1][C:2]1[N:7]=[C:6](O)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1.P(Cl)(Cl)([Cl:14])=O>>[NH2:1][C:2]1[N:7]=[C:6]([Cl:14])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178508524HCID 178508524, 화합물

생성물 1

HCID 3199954-chloro-5-nitropyrimidin-2-amine

실험 절차

A suspension of 2-amino-4-hydroxy-5-nitropyrimidine (5.0 g, 32.1 mmol) in phosphorous oxychloride (100 mL) was refluxed overnight, and the excess phosphorous oxychloride was evaporated under reduced pressure. The residue was mixed with ice (100 g) in an ice-bath, and the mixture was neutralized with concentrated aqueous sodium carbonate solution. A yellow precipitate was collected by filtration and washed with water: yield, 1.39 g (25%); mp 191-194° C. dec.; 1H NMR d 8.45 (br s, 2 H, NH2, exchange with D2O), 9.03 (s, 1 H, H-6); MS (EI) calcd. m/z for C4H3N4O235Cl 173.9944, found 173.9934; calcd. m/z for C4H3N4O237Cl 175.9915, found 175.9916.

후처리

  1. temperaturewas refluxed overnight
  2. customthe excess phosphorous oxychloride was evaporated under reduced pressure
  3. additionThe residue was mixed with ice (100 g) in an ice-bath
  4. filtrationA yellow precipitate was collected by filtration
  5. washwashed with water
  6. customyield

출처 및 근거

ORD 기록
ord-09b2493ab9fb4f149b2634d14d46c6f4
출처 데이터셋
uspto-grants-2001_12
특허 번호
US06333331B1

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