2-Butynedioic acid → [3-Octyl-2-(octylimino)-4-oxo-5-thiazolidinylidene]acetic acid

HRID 867431Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 867431
[C:1]([C:6]([OH:8])=[O:7])#[C:2][C:3](O)=[O:4].[CH2:9]([NH:17][C:18]([NH:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[S:19])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]>CO>[CH2:21]([N:20]1[C:3](=[O:4])[C:2](=[CH:1][C:6]([OH:8])=[O:7])[S:19][C:18]1=[N:17][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

Komponenten

4

Edukt 2

HCID 3712-Butynedioic acidHCID 27586771,3-Dioctyl-2-thiourea

Produkt 1

HCID 53876847[3-Octyl-2-(octylimino)-4-oxo-5-thiazolidinylidene]acetic acidAusbeute 75,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of acetylenedicarboxylic acid (7.2 g, 60 mmoles) and N,N'-dioctylthiourea (18 g, 60 mmoles) in methanol (300 mls) is stirred at room temperature for 16 hours. The solvent is removed under reduced pressure to leave a syrupy residue which eventually crystallizes. Recrystallization from acetonitrile gave the product (18 g), mp 57°-61° C.

Aufarbeitung

  1. customThe solvent is removed under reduced pressure
  2. customto leave a syrupy residue which
  3. customeventually crystallizes
  4. customRecrystallization from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-03714de898a947d290e9ed74c8d2d0f4
Quelldatensatz
uspto-grants-1988_10
Patentnummer
US04775677

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