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Sodium Hydroxide → 2-nitromethylenetetrahydro-2H-1,3-thiazine

HRID 1732090
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1732090
[NH2:1][CH2:2][CH2:3][CH2:4][SH:5].[OH-].[Na+].Cl[C:9](Cl)(Cl)[CH2:10][N+:11]([O-:13])=[O:12]>CO>[N+:11]([CH:10]=[C:9]1[NH:1][CH2:2][CH2:3][CH2:4][S:5]1)([O-:13])=[O:12]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 974361-Propanethiol, 3-amino-HCID 109541031,1,1-Trichloro-2-nitroethane

Produkt 1

HCID 428532-nitromethylenetetrahydro-2H-1,3-thiazineAusbeute 86,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel3×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Into 50 ml of methanol was added 8.1 g of 1-amino-3-propanethiol, followed by stirring, to be completely dissolved therein. Then, the mixture was cooled to 0° C. While stirring the solution, about 1/3-aliquot of a solution of 5.0 g of caustic soda dissolved in 40 ml of methanol was added dropwise thereinto, and the remainder of about 2/3-aliquot of the solution and a solution of 5.4 g of 2,2,2-trichloro-1-nitroethane diluted in 20 ml of methanol were added dropwise slowly over 50 minutes, and the reaction was carried out for one hour. During the dropwise addition, the liquid temperature was maintained at lower than 10° C. (about 8° C.). After the reaction carried out for one hour, the procedure of the post-treatments as described in Example 1 was followed to obtain 4.20 g of tetrahydro-2-(nitromethylene)-1,3thiazine (yield: 86.8%).

Aufarbeitung

  1. dissolutionto be completely dissolved
  2. stirringWhile stirring the solution
  3. additionwas added dropwise
  4. additionwere added dropwise slowly over 50 minutes
  5. additionDuring the dropwise addition
  6. temperaturethe liquid temperature was maintained at lower than 10° C. (about 8° C.)
  7. waitAfter the reaction carried out for one hour

Quellen und Nachweise

ORD-Eintrag
ord-ebe362574f2d45e0a8ccd267266d9602
Quelldatensatz
uspto-grants-1986_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04625025

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