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Hydrochloric Acid → Disodium

HRID 1833429
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1833429
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]([C:10]([OH:12])=[O:11])[C:7]([OH:9])=O.[NH2:13][CH:14]1[C:27](=[O:28])[N:16]2[CH:17]([P:22]([OH:26])([O:24][CH3:25])=[O:23])[C:18]([CH3:21])([CH3:20])[S:19][C@H:15]12.[OH-].[Na+:30].Cl.C(N=C=NCCCN(C)C)C.Cl.C(C(CCCC)C([O-])=O)C.[Na+:54]>C(OCC)(=O)C.O>[C:10]([CH:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)[C:7]([NH:13][CH:14]1[C:27](=[O:28])[N:16]2[CH:17]([P:22]([OH:26])([O:24][CH3:25])=[O:23])[C:18]([CH3:20])([CH3:21])[S:19][C@H:15]12)=[O:9])([OH:12])=[O:11].[Na:30][Na:54]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

10

Edukt 6

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 15607089(Thiophen-2-yl)propanedioic acidHCID 23672331Sodium 2-ethylhexanoateHCID 867348606-amino-2,2-dimethyl-3-(O-methylphosphono)penam

Produkt

2
HCID 141233DisodiumHCID 867348626-[2-carboxy-2-(2-thienyl)acetamido]-2,2-dimethyl-3-(O-methylphosphono)penam

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a stirred suspension of 370 mg. (0.002 mole) of 2-(2-thienyl)-malonic acid (Netherlands Patent No. 6805524) in 4 ml. of water is added 532 mg. (0.002 mole) of 6-amino-2,2-dimethyl-3-(O-methylphosphono)penam. The pH is then adjusted to 6.5 using 20% aqueous sodium hydroxide. The resulting solution is cooled to 0° C. and 384 mg. (0.002 mole) of 1-ethyl-3-(3-dimethylaminoprop-1-yl)carbodiimide hydrochloride is added. The solution is stirred for 3.5 hours at 0° C., with the pH maintained between 6 and 7 using 1N hydrochloric acid. At this point, the pH of the solution is then lowered to 2.0 and the mixture is extracted with two 30 ml. portions of ethyl acetate. The combined extracts are dried, and are then concentrated to about 15 ml. To this solution is added a solution of 665 mg. (0.004 mole) of sodium 2-ethylhexanoate in 2.6 ml. of ethyl acetate. The solid which precipitates is filtered, and dried to give 6-[2-carboxy-2-(2-thienyl)acetamido]-2,2-dimethyl-3-(O-methylphosphono)penam as its disodium salt.

Aufarbeitung

  1. additionTo a stirred suspension of 370 mg
  2. extractionthe mixture is extracted with two 30 ml
  3. customThe combined extracts are dried
  4. concentrationare then concentrated to about 15 ml
  5. additionTo this solution is added a solution of 665 mg
  6. customThe solid which precipitates
  7. filtrationis filtered
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-a027065249244e20ad85be56a629c2c2
Quelldatensatz
uspto-grants-1978_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04066657

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