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

HRID 622366노트

반응식

HRID 622366 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 14798Sodium Hydroxide용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-7b32606755574883aa854782cec37e61
출처 데이터셋
uspto-grants-1988_09
특허 번호
US04771050

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