Methyl 2-nitroacetate → Methyl nitro(1,3-oxazinan-2-ylidene)acetate

HRID 1283936

反応式

HRID 1283936 の反応式
CS[C:3]1[O:4][CH2:5][CH2:6][CH2:7][N:8]=1.[N+:9]([CH2:12][C:13]([O:15][CH3:16])=[O:14])([O-:11])=[O:10]>[Cl-].[Zn+2].[Cl-]>[N+:9]([C:12](=[C:3]1[NH:8][CH2:7][CH2:6][CH2:5][O:4]1)[C:13]([O:15][CH3:16])=[O:14])([O-:11])=[O:10]

参加物

4

反応物 2

HCID 17206Methyl 2-nitroacetateHCID 218167185,6-dihydro-2-(methylthio)-4H-1,3-oxazine

生成物 1

HCID 71444191Methyl nitro(1,3-oxazinan-2-ylidene)acetate

試薬・触媒・溶媒 1

HCID 3007855Zincchloride触媒

実験手順

A mixture of 25 g of 5,6-dihydro-2-(methylthio)-4H-1,3-oxazine (Clapp, et al., J. Heterocyclic Chemistry, 5, 107 (1968)), 25 g of methyl nitroacetate and a catalytic amount of zinc chloride was heated to 90° over one hour and maintained at that temperature for an additional hour. The mixture then was cooled and triturated with ether to effect crystallization. The solid was recrystallized from ethanol to give methyl nitro(tetrahydro-2H-1,3-oxazin-2-ylidene)acetate (1A), as a yellow solid, m.p.: 132°-3°.

後処理

  1. temperaturemaintained at that temperature for an additional hour
  2. temperatureThe mixture then was cooled
  3. customtriturated with ether
  4. customcrystallization
  5. customThe solid was recrystallized from ethanol

出典と根拠

ORDレコード
ord-c9185385c0a245acabbfac2212c48638
出典データセット
uspto-grants-1976_08
特許番号
US03976772

関連ノート

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