Hydrochloric Acid → 4-(1,3-dipropyl-2,3,6,7-tetrahydro-2,6-dioxo-1H-purin-8-yl)benzenesulfonic acid potassium salt

HRID 1262527

반응식

HRID 1262527 반응식
[NH2:1][C:2]1[C:3](=[O:16])[N:4]([CH2:13][CH2:14][CH3:15])[C:5](=[O:12])[N:6]([CH2:9][CH2:10][CH3:11])[C:7]=1[NH2:8].[K+:17].[S:18]([C:22]1[CH:30]=[CH:29][C:25]([C:26]([O-])=O)=[CH:24][CH:23]=1)([OH:21])(=[O:20])=[O:19].[OH-].[K+].C(N=C=NCCCN(C)C)C.Cl.[OH-].[Na+]>O>[K+:17].[CH2:13]([N:4]1[C:3](=[O:16])[C:2]2[NH:1][C:26]([C:25]3[CH:24]=[CH:23][C:22]([S:18]([O-:21])(=[O:20])=[O:19])=[CH:30][CH:29]=3)=[N:8][C:7]=2[N:6]([CH2:9][CH2:10][CH3:11])[C:5]1=[O:12])[CH2:14][CH3:15]

참가 물질

8

반응물 6

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 14798Sodium HydroxideHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 50986055,6-Diamino-1,3-dipropyl-2,4(1H,3H)-pyrimidinedioneHCID 23670833Potassium 4-carboxybenzenesulfonate

생성물 1

HCID 237027204-(1,3-dipropyl-2,3,6,7-tetrahydro-2,6-dioxo-1H-purin-8-yl)benzenesulfonic acid potassium salt수율 17%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 5,6-diamino-1,3-dipropyl-2,4-(1H,3H)pyrimidinedione (16.0 g, 0.07 moles), 4-sulfobenzoic acid monopotassium salt (17.0 g, 0.0707 moles) and water (250 ml) is prepared, and the pH adjusted to 5.0 by the addition of 10% potassium hydroxide. To this solution is added ethyl-3-(3-dimethylaminopropyl)carbodiimide (13.6 g, 0.0707 moles) in one portion, and the pH maintained at 5.0±0.5 by the dropwise addition of 4 N hydrochloric acid. When the pH stabilizes, the reaction mixture is treated with sodium hydroxide (100 ml, 50%), boiled under reflux for ten minutes, treated with activated carbon, and filtered warm. The resulting solution is chilled in ice, treated with hydrochloric acid (12 N, 1350 ml), and filtered. The solids are dried, recrystallized from methanol, and dried at 78° to yield 5.12 grams of 4-(1,3-dipropyl-2,3,6,7-tetrahydro-2,6-dioxo-1H-purin-8-yl)benzenesulfonic acid potassium salt, mp greater than 360°.

후처리

  1. customis prepared
  2. temperatureunder reflux for ten minutes
  3. additiontreated with activated carbon
  4. filtrationfiltered
  5. temperaturewarm
  6. temperatureThe resulting solution is chilled in ice
  7. additiontreated with hydrochloric acid (12 N, 1350 ml)
  8. filtrationfiltered
  9. customThe solids are dried
  10. customrecrystallized from methanol
  11. customdried at 78°

출처 및 근거

ORD 기록
ord-faa238c7a27a42e7abd425e4be929a7a
출처 데이터셋
uspto-grants-1984_06
특허 번호
US04452788

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