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Pyridine → 4-Amino-6-methanesulfonamidoquinazoline

HRID 1719925
ノート
印刷プレビュー

反応式

HRID 1719925 の反応式
Cl.[NH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([NH2:13])[CH:11]=2)[N:6]=[CH:5][N:4]=1.C(=O)([O-])O.[Na+].N1C=CC=CC=1.[CH3:25][S:26](Cl)(=[O:28])=[O:27]>CO.C(Cl)(Cl)Cl>[NH2:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([NH:13][S:26]([CH3:25])(=[O:28])=[O:27])[CH:11]=2)[N:6]=[CH:5][N:4]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 202660864,6-Diaminoquinazoline hydrochloride

生成物 1

HCID 130604594-Amino-6-methanesulfonamidoquinazoline収率 60.7%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒
HCID 6212
Chloroform
溶媒

実験手順

A mixture of 4,6-diaminoquinazoline hydrochloride (1.97 g), sodium hydrogen carbonate (6.72 g) and pyridine (20 ml) was stirred under ice-cooling. To the mixture was added dropwise during 30 minutes methanesulfonyl chloride (4.58 g) under ice-cooling. The reaction mixture was stirred for an hour under ice-cooling and for 4 hours at ambient temperature. To the mixture was added ice-water. The resultant mixture was stirred for about five minutes and concentrated under reduced pressure. To the residue was added a mixture of chloroform and methanol. The mixture was stirred under heating. Insoluble materials were removed by filtration and then the filtrate was concentrated under reduced pressure to give crude crystals, to which was added a mixture of chloroform and methanol (4:1). The mixture was stirred under heating to give crystals, which were separated by filtration to give crystalline 4-amino-6-methanesulfonamidoquinazoline (1.45 g).

後処理

  1. temperaturecooling
  2. temperaturecooling
  3. stirringThe reaction mixture was stirred for an hour under ice-
  4. concentrationconcentrated under reduced pressure
  5. additionTo the residue was added
  6. additiona mixture of chloroform and methanol
  7. stirringThe mixture was stirred
  8. temperatureunder heating
  9. customInsoluble materials were removed by filtration
  10. concentrationthe filtrate was concentrated under reduced pressure
  11. customto give crude crystals
  12. additionto which was added
  13. stirringThe mixture was stirred
  14. temperatureunder heating
  15. customto give crystals, which
  16. customwere separated by filtration

出典と根拠

ORDレコード
ord-22567996416f4e348f9bfc19e5a5ce42
出典データセット
uspto-grants-1985_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04543356

反応ノート

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