Hydrochloric Acid → (2-Isopropyl-3-thioxo-2,3-dihydrobenzo[1,4]oxazin-4-yl)acetic acid

HRID 622366ノート

反応式

HRID 622366 の反応式
[CH:1]([CH:4]1[C:9](=[S:10])[N:8]([CH2:11][C:12]([O:14]C)=[O:13])[C:7]2[CH:16]=[CH:17][CH:18]=[CH:19][C:6]=2[O:5]1)([CH3:3])[CH3:2].Cl>[OH-].[Na+].O>[CH:1]([CH:4]1[C:9](=[S:10])[N:8]([CH2:11][C:12]([OH:14])=[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

5

反応物 2

HCID 313Hydrochloric AcidHCID 14234697methyl 3,4-dihydro-2-isopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetate

生成物 1

HCID 14234698(2-Isopropyl-3-thioxo-2,3-dihydrobenzo[1,4]oxazin-4-yl)acetic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

To a solution of methyl 3,4-dihydro-2-isopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetate (16.7 g) in methanol-dioxane (2:3, 150 ml), 2N NaOH (60 ml) was added dropwise in 10 minutes with stirring. After completion of the addition, stirring was continued for further 15 minutes, and the mixture was diluted with water, acidified with 2N HCl, and subjected to extraction with ethyl acetate. The extract was washed with water, and dried (MgSO4), from which the solvent was evaporated off. To the residue, hexane was added, to give crystals of 3,4-dihydro-2-isopropyl-3-thioxo-2H-1,4-benzoxazine-4-acetic acid. Yield was 12.6 g (79.2%). Recrystallization from isopropyl ether-hexane gave yellow prisms (mp 99°-100° C.). Yield was 11.2 g (70.6%).

後処理

  1. additionAfter completion of the addition
  2. stirringstirring
  3. extractionsubjected to extraction with ethyl acetate
  4. washThe extract was washed with water
  5. dry with materialdried (MgSO4)
  6. customfrom which the solvent was evaporated off
  7. additionTo the residue, hexane was added

出典と根拠

ORDレコード
ord-7b32606755574883aa854782cec37e61
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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