Hydrochloric Acid → Tetrahydro-3-methyl-2-(nitromethylene)-1,3-thiazine

HRID 978605Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 978605
[CH3:1][NH:2][CH2:3][CH2:4][CH2:5][SH:6].[OH-].[Na+].Cl[C:10](Cl)=[CH:11][N+:12]([O-:14])=[O:13].Cl>CO.C(Cl)Cl.O>[CH3:1][N:2]1[CH2:3][CH2:4][CH2:5][S:6][C:10]1=[CH:11][N+:12]([O-:14])=[O:13]

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 14798Sodium Hydroxide2×HCID 122195711,1-Dichloro-2-nitroetheneHCID 126345101-Methylamino-3-propanethiol

Produkt 1

HCID 54288034Tetrahydro-3-methyl-2-(nitromethylene)-1,3-thiazineAusbeute 98,3 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittel3×HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Into 40 ml of methanol were added 5.0 g of 1-methylamino-3-propanethiol and 0.8 g of caustic soda, followed by stirring, to be completely dissolved therein. Then, the mixture was cooled to 0° C. While stirring the solution, a solution of 1.6 g of caustic soda dissolved in 25 ml of methanol and a solution of 2.8 g of 2,2-dichloronitroethylene diluted in 20 ml of methanol were added at the same time dropwise slowly over 50 minutes, and the reaction was carried out for one hour at about 8° C. After the reaction, the reaction mixture was neutralized to pH 7 with 3 N aqueous hydrochloric acid, and then with addition of 60 ml of water, extraction with 50 ml of methylene chloride was repeated four times. The extracts were concentrated to give 3.38 g of tetrahydro-3-methyl-2-(nitromethylene)-1,3-thiazine (yield: 97%).

Aufarbeitung

  1. dissolutionto be completely dissolved
  2. stirringWhile stirring the solution
  3. additionwere added at the same time dropwise slowly over 50 minutes
  4. customAfter the reaction
  5. concentrationThe extracts were concentrated

Quellen und Nachweise

ORD-Eintrag
ord-b92e1cb9685a4fa5a23cdd426fca6e64
Quelldatensatz
uspto-grants-1987_05
Patentnummer
US04665172

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