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Hydrochloric Acid → 2-(2-Tritylamino-4-thiazolyl)-2-cyanomethoxyimino-acetic acid

HRID 1904126
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1904126
[OH-].[Na+].[C:3]([CH2:5][O:6][N:7]=[C:8]([C:15]1[N:16]=[C:17]([NH:20][C:21]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[S:18][CH:19]=1)[C:9]([O:11]CC#N)=[O:10])#[N:4].Cl>O1CCOCC1>[C:3]([CH2:5][O:6][N:7]=[C:8]([C:15]1[N:16]=[C:17]([NH:20][C:21]([C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[S:18][CH:19]=1)[C:9]([OH:11])=[O:10])#[N:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 53889719HCID 53889719, Verbindung

Produkt 1

HCID 544542312-(2-Tritylamino-4-thiazolyl)-2-cyanomethoxyimino-acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

17.1 ml of N sodium hydroxide solution was added dropwise over 20 minutes to a mixture of 8.69 g of the product of Step A in 52 ml of dioxane in an ice bath and the mixture was abandoned whereby there was a spontaneous heating. 10.5 ml of 2 N hydrochloric acid were added thereto and the dioxane and almost all the water was evaporated. 20 ml of water and 30 ml of ether were added thereto and the mixture was stirred for 15 minutes. The crystals were recovered by vacuum filtration, were rinsed with water and ether and dried to obtain 4.32 g of the syn isomer of 2-(cyanomethyloxyimino)-2-(2-tritylamino-4-thiazolyl)-acetic acid with a melting point of 180° C. (with decomposition).

Aufarbeitung

  1. customthe dioxane and almost all the water was evaporated
  2. addition20 ml of water and 30 ml of ether were added
  3. filtrationThe crystals were recovered by vacuum filtration
  4. washwere rinsed with water and ether
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d1edff723d1c42a99a36fe7e15dc110f
Quelldatensatz
uspto-grants-1984_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04439433

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