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

HRID 1262519

반응식

HRID 1262519 반응식
[NH2:1][C:2]1[C:3](=[O:14])[N:4]([CH2:12][CH3:13])[C:5](=[O:11])[N:6]([CH2:9][CH3:10])[C:7]=1[NH2:8].[K+].[S:16]([C:20]1[CH:28]=[CH:27][C:23]([C:24]([O-])=O)=[CH:22][CH:21]=1)([OH:19])(=[O:18])=[O:17].C(N=C=NCCCN(C)C)C.Cl>O>[CH2:12]([N:4]1[C:3](=[O:14])[C:2]2[NH:1][C:24]([C:23]3[CH:22]=[CH:21][C:20]([S:16]([OH:19])(=[O:18])=[O:17])=[CH:28][CH:27]=3)=[N:8][C:7]=2[N:6]([CH2:9][CH3:10])[C:5]1=[O:11])[CH3:13]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 45721335,6-Diamino-1,3-diethyluracilHCID 23670833Potassium 4-carboxybenzenesulfonate

생성물 1

HCID 155873004-(1,3-diethyl-2,3,6,7-tetrahydro-2,6-dioxo-1H-purin-8-yl)benzenesulfonic acid수율 67.6%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 5,6-diamino-1,3-diethyl-2,4(1H,3H)-pyrimidinedione (41.2 g, 0.208 moles), 4-sulfobenzoic acid monopotassium salt (50.0 g, 0.208 moles), and water (250 ml) is prepared, and the pH adjusted to 6.0. Ethyl-3-(3-dimethylaminopropyl)carbodiimide (39.9 g, 0.208 moles) is added in one portion, and the pH of the resulting solution maintained at 5.5±0.5 with the dropwise addition of 4 N hydrochloric acid. When the pH of the solution ceases to rise, the mixture is concentrated on a rotary evaporator, and the residue taken up in 400 ml 10% potassium hydroxide and stirred for 18 hours. At the end of this time, the solution is boiled under reflux for one hour, cooled, filtered, and made acidic with the portionwise addition of 12 N hydrochloric acid. The resulting suspension is cooled and filtered; the solids are triturated with ethanol, filtered, and dried to yield 51.2 grams of 4-(1,3-diethyl-2,3,6,7-tetrahydro-2,6-dioxo-1H-purin-8-yl)-benzenesulfonic acid; mp greater than 360° C.

후처리

  1. customis prepared
  2. concentrationthe mixture is concentrated on a rotary evaporator
  3. temperatureunder reflux for one hour
  4. temperaturecooled
  5. filtrationfiltered
  6. additionmade acidic with the portionwise addition of 12 N hydrochloric acid
  7. temperatureThe resulting suspension is cooled
  8. filtrationfiltered
  9. customthe solids are triturated with ethanol
  10. filtrationfiltered
  11. customdried

출처 및 근거

ORD 기록
ord-081a38aa30294bcbab0cad4c11d72b5b
출처 데이터셋
uspto-grants-1984_06
특허 번호
US04452788

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