Hydrochloric Acid → 2-[N-(2-Sulfoethyl)carbamoyl]-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazoline hydrochloride

HRID 1003535Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1003535
P(C#N)(OCC)(OCC)=O.C(N(CC)CC)C.[C:18]([C:21]1[N:30]=[C:29]([NH:31][CH2:32][C:33]2[CH:38]=[CH:37][C:36]3[O:39][CH2:40][O:41][C:35]=3[CH:34]=2)[C:28]2[C:23](=[CH:24][CH:25]=[C:26]([Cl:42])[CH:27]=2)[N:22]=1)(O)=[O:19].[NH2:43][CH2:44][CH2:45][S:46]([O-:49])(=[O:48])=[O:47].[Na+].Cl>CN(C)C=O.O>[ClH:42].[S:46]([CH2:45][CH2:44][NH:43][C:18]([C:21]1[N:30]=[C:29]([NH:31][CH2:32][C:33]2[CH:38]=[CH:37][C:36]3[O:39][CH2:40][O:41][C:35]=3[CH:34]=2)[C:28]2[C:23](=[CH:24][CH:25]=[C:26]([Cl:42])[CH:27]=2)[N:22]=1)=[O:19])([OH:49])(=[O:48])=[O:47]

Komponenten

8

Edukt 5

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 76257Diethyl cyanophosphonateHCID 187966952-Carboxy-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazolineHCID 23666486Sodium Taurate

Produkt 1

HCID 187967922-[N-(2-Sulfoethyl)carbamoyl]-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazoline hydrochlorideAusbeute 173,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

0.60 ml (3.8 mmol) of diethyl cyanophosphate and 0.90 ml (6.4 mmol) of triethylamine were dropped, in this order, into a solution of 0.50 g (1.4 mmol) of 2-carboxy-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazoline and 0.28 g (1.9 mmol) of sodium 2-aminoethanesulfonate in 15 ml of dimethylformamide under cooling with ice and stirring. The obtained mixture was stirred at room temperature for several days, followed by the addition of 10 ml of 1N hydrochloric acid and water. The crystals thus precipitated were recovered by filtration, washed with water and air-dried to give 0.61 g of the title compound.

Aufarbeitung

  1. temperatureunder cooling with ice
  2. stirringThe obtained mixture was stirred at room temperature for several days
  3. customThe crystals thus precipitated
  4. filtrationwere recovered by filtration
  5. washwashed with water
  6. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-cf254ed0d8ec463e94bcfe9638fd8bc5
Quelldatensatz
uspto-grants-2000_04
Patentnummer
US06046206

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