Chloral Hydrate → 2-(2-Propoxyphenyl)pteridin-4,6(3H,5H)-dione

HRID 728016노트

반응식

HRID 728016 반응식
Cl[C:2](Cl)(Cl)[CH:3](O)[OH:4].S(O)(O)(=O)=O.[NH2:13][C:14]1[N:15]=[C:16]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[O:28][CH2:29][CH2:30][CH3:31])[NH:17][C:18](=[O:21])[C:19]=1[NH2:20]>CO>[CH2:29]([O:28][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1[C:16]1[NH:17][C:18](=[O:21])[C:19]2[NH:20][C:3](=[O:4])[CH:2]=[N:13][C:14]=2[N:15]=1)[CH2:30][CH3:31]

참가 물질

4

반응물 2

HCID 2707Chloral HydrateHCID 1363645694,5-Diamino-2-(propoxyphenyl)pyrimidin-6-one sulphate

생성물 1

HCID 1356708062-(2-Propoxyphenyl)pteridin-4,6(3H,5H)-dione수율 61%

시약·촉매·용매 1

HCID 887Methanol용매2회

반응 조건

온도
80 °C

실험 절차

A solution of chloral hydrate (1.74 g) in 50% aqueous methanol (10 ml) was added over 10 minutes to a stirred solution of 4,5-diamino-2-(2-propoxyphenyl)pyrimidin-6-one sulphate (1.89 g) in 50% aqueous methanol (60 ml) at 80° C. and the reaction mixture was stirred at 80° C. for 1.5 hours. The cooled reaction mixture was filtered to remove an orange brown solid which was discarded. On standing overnight the filtrate afforded a crude solid product (0.96 g) which was collected and washed with dilute aqueous potassium bicarbonate and water. The crude product together with another sample (0.20 g) similarly prepared was eluted from a silica column with chloroform. The combined fractions containing product were evaporated under reduced pressure to afford a solid (0.54 g) which was recrystallised from acetonitrile to afford the title compound, 0.39 g, m.p. 232°-233.5° C.

후처리

  1. customThe cooled reaction mixture
  2. filtrationwas filtered
  3. customto remove an orange brown solid which
  4. waitOn standing overnight

출처 및 근거

ORD 기록
ord-f7848a0479a2464ea775b02f10e5a06c
출처 데이터셋
uspto-grants-1991_09
특허 번호
US05047404

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