Sodium hydride → nitro(tetrahydro-2H-1,3-oxazin-2-ylidene)acetic acid

HRID 1283937

反応式

HRID 1283937 の反応式
CSCCO.[H-].[Na+].[N+:8]([C:11](=[C:16]1[NH:21][CH2:20][CH2:19][CH2:18][O:17]1)[C:12]([O:14]C)=[O:13])([O-:10])=[O:9]>CN(C)C=O>[N+:8]([C:11](=[C:16]1[NH:21][CH2:20][CH2:19][CH2:18][O:17]1)[C:12]([OH:14])=[O:13])([O-:10])=[O:9]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 789252-(Methylthio)ethanolHCID 71444191Methyl nitro(1,3-oxazinan-2-ylidene)acetate

生成物 1

HCID 73795057nitro(tetrahydro-2H-1,3-oxazin-2-ylidene)acetic acid

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

50 g Of 2-(methylthio)ethanol was added dropwise over a 30-minute period to a stirred mixture of 3.0 g of 57% mineral oil dispersion of sodium hydride in 50 ml of dry dimethylformamide at 0°. The mixture was allowed to warm to room temperature and stirred for 1 hour. Then 6.1 g of 1A was added all at once and the mixture was stirred at room temperature overnight and extracted with ether and with methylene chloride. the aqueous layer was acidified and extracted with methylene chloride. The latter extract was washed with water, dried (MgSO4), decolorized and filtered and the solvent was evaporated under reduced pressure. The residue was crystallized from pentane, then recrystallized from ethyl acetate-ether to give the 2-(methylthio)ethyl ester of nitro(tetrahydro-2H-1,3-oxazin-2-ylidene)acetic acid (1B) as a pale yellow solid, m.p.: 88.5°-89.5°.

後処理

  1. stirringwas stirred at room temperature overnight
  2. extractionextracted with ether and with methylene chloride
  3. extractionextracted with methylene chloride
  4. extractionThe latter extract
  5. washwas washed with water
  6. dry with materialdried (MgSO4)
  7. filtrationfiltered
  8. customthe solvent was evaporated under reduced pressure
  9. customThe residue was crystallized from pentane
  10. customrecrystallized from ethyl acetate-ether

出典と根拠

ORDレコード
ord-905faa1f91e3427e963ee016bfd22847
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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