Phosphorus sulfide (P2S5) → methyl 3,4-dihydro-2-isopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetate

HRID 622365ノート

反応式

HRID 622365 の反応式
[CH:1]([CH:4]1[C:9](=O)[N:8]([CH2:11][C:12]([O:14][CH3:15])=[O:13])[C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]=2[O:5]1)([CH3:3])[CH3:2].P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:21]>C1(C)C=CC=CC=1>[CH:1]([CH:4]1[C:9](=[S:21])[N:8]([CH2:11][C:12]([O:14][CH3:15])=[O:13])[C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]=2[O:5]1)([CH3:3])[CH3:2]

参加物

4

反応物 2

HCID 14817Phosphorus sulfide (P2S5)HCID 14234696methyl 3,4-dihydro-2-isopropyl-3-oxo-2H-1,4-benzoxazine-4-acetate

生成物 1

HCID 14234697methyl 3,4-dihydro-2-isopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of methyl 3,4-dihydro-2-isopropyl-3-oxo-2H-1,4-benzoxazine-4-acetate (26.0 g), phosphorus pentasulfide (44.4 g) and toluene (250 ml) was refluxed for 3 hours with heating. After cooling the insoluble matter was removed by filtration, and the solvent was evaporated off. To the residue, isopropyl ether (200 ml) was added and the insoluble matter was removed by filtration. The solvent was evaporated off, and hexane was added to the residue, to give crystals of methyl 3,4-dihydro-2-isopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetate. Yield was 22.5 g (80.6%). Recrystallization from isopropyl alcohol gave yellow prisms (mp 60°-61° C.).

後処理

  1. temperaturewas refluxed for 3 hours
  2. temperaturewith heating
  3. temperatureAfter cooling the insoluble matter
  4. customwas removed by filtration
  5. customthe solvent was evaporated off
  6. additionTo the residue, isopropyl ether (200 ml) was added
  7. customthe insoluble matter was removed by filtration
  8. customThe solvent was evaporated off
  9. additionhexane was added to the residue

出典と根拠

ORDレコード
ord-d8c49f9c43b94e2780ab5045267c9c1f
出典データセット
uspto-grants-1988_09
特許番号
US04771050

反応ノート

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