Bromine → 5-Bromopyrimidine-2,4-diamine

HRID 505836

반응식

HRID 505836 반응식
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][N:3]=1.[Br:9]Br>C(O)(=O)C>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([Br:9])=[CH:4][N:3]=1

참가 물질

4

반응물 2

HCID 24408BromineHCID 674312,4-Diaminopyrimidine

생성물 1

HCID 234235905-Bromopyrimidine-2,4-diamine수율 87.4%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
25 °C

실험 절차

To a stirring mixture of 2,4-diaminopyrimidine (25 g, 0.23 mol, 1.0 eq) in acetic acid (375 ml) was added Br2 (36.3 g, 0.23 mol, 1.0 eq) at room temperature. The resulting mixture was stirred at room temperature (about 25° C.) for 2 hours and then filtered. The yellow solid was mixed with water (250 ml) and the pH of the resulting mixture was adjusted to 8-9 using 50% NaOH solution. Stirring was continued at room temperature for 30 min and the mixture was filtered, washed with water, and then dried under vacuum to give 38 g (87%) of 2,4-diamino-5-bromo-pyrimidine as a white solid. 1H NMR (400 MHz, d6-DMSO) δ 6.06 (s, 2H, ex. D2O), 6.50 (br, 2H, ex. D2O), 7.76 (s, 1H); MS (+)-ES [M+H]+ m/z 191.

후처리

  1. filtrationfiltered
  2. additionThe yellow solid was mixed with water (250 ml)
  3. stirringStirring
  4. waitwas continued at room temperature for 30 min
  5. filtrationthe mixture was filtered
  6. washwashed with water
  7. customdried under vacuum

출처 및 근거

ORD 기록
ord-5144c534da7d4a338d019d19846c1972
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07781581B2

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