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

HRID 978605ノート

反応式

HRID 978605 の反応式
[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]

参加物

8

反応物 4

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

生成物 1

HCID 54288034Tetrahydro-3-methyl-2-(nitromethylene)-1,3-thiazine収率 98.3%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒3 回HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-b92e1cb9685a4fa5a23cdd426fca6e64
出典データセット
uspto-grants-1987_05
特許番号
US04665172

反応ノート

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