N,N-Dimethylaniline → 2,4-Diamino-5-(4-amino-3,5-dimethoxy-benzyl)-6-chloropyrimidine

HRID 542952

反応式

HRID 542952 の反応式
CN(C)C1C=CC=CC=1.[NH2:10][C:11]1[N:16]=[C:15](O)[C:14]([CH2:18][C:19]2[CH:24]=[C:23]([O:25][CH3:26])[C:22]([NH2:27])=[C:21]([O:28][CH3:29])[CH:20]=2)=[C:13]([NH2:30])[N:12]=1.P(Cl)(Cl)([Cl:33])=O>>[NH2:10][C:11]1[N:12]=[C:13]([NH2:30])[C:14]([CH2:18][C:19]2[CH:24]=[C:23]([O:25][CH3:26])[C:22]([NH2:27])=[C:21]([O:28][CH3:29])[CH:20]=2)=[C:15]([Cl:33])[N:16]=1

参加物

4

反応物 3

HCID 949N,N-DimethylanilineHCID 24813Phosphorus oxychlorideHCID 1784887982,6-diamino-5-[(4-amino-3,5-dimethoxyphenyl)methyl]-1H-pyrimidin-4-one

生成物 1

HCID 212809932,4-Diamino-5-(4-amino-3,5-dimethoxy-benzyl)-6-chloropyrimidine

実験手順

2.5 G. of dimethylaniline were added dropwise to a suspension of 2.9 g. of 2,6-diamino-5-(4-amino-3,5-dimethoxy-benzyl)-4-pyrimidinol in 15 ml. of phosphorus oxychloride with stirring. The mixture was brought to boil in 1 hour and then boiled under reflux for 4 hours. Thereafter, 8 to 9 ml. of phosphorus oxychloride were removed by distillation under reduced pressure and the residue was poured on to 80 g. of ice with stirring. The mixture was left to stand at room temperature for 6 days and then 35 ml. of concentrated ammonia were added portionwise. After standing for 2 hours, the solid material was removed by filtration under vacuum, dried, recrystallized from dimethylformamide/ether, whereby there was obtained 2,4-diamino-5-(4-amino-3,5-dimethoxy-benzyl)-6-chloro-pyrimidine having a melting point of 222°-224° C.

後処理

  1. temperatureunder reflux for 4 hours
  2. customof phosphorus oxychloride were removed by distillation under reduced pressure
  3. additionthe residue was poured on to 80 g
  4. waitThe mixture was left
  5. waitto stand at room temperature for 6 days
  6. additionof concentrated ammonia were added portionwise
  7. waitAfter standing for 2 hours
  8. customthe solid material was removed by filtration under vacuum
  9. customdried
  10. customrecrystallized from dimethylformamide/ether

出典と根拠

ORDレコード
ord-435cd14ddd554056a950b40a7e4d5b8b
出典データセット
uspto-grants-1987_04
特許番号
US04659818

関連ノート

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