Lithium Hydroxide → 2-(4-Methyl-1,1-dioxido-6-(2,4,6-trichlorophenyl)-1,2,6-thiadiazinan-2-yl)acetic acid

HRID 1522067노트

반응식

HRID 1522067 반응식
[CH3:1][CH:2]1[CH2:7][N:6]([C:8]2[C:13]([Cl:14])=[CH:12][C:11]([Cl:15])=[CH:10][C:9]=2[Cl:16])[S:5](=[O:18])(=[O:17])[N:4]([CH2:19][C:20]([O:22]C)=[O:21])[CH2:3]1.[Li+].[OH-]>C1COCC1.CO.O>[CH3:1][CH:2]1[CH2:7][N:6]([C:8]2[C:13]([Cl:14])=[CH:12][C:11]([Cl:15])=[CH:10][C:9]=2[Cl:16])[S:5](=[O:17])(=[O:18])[N:4]([CH2:19][C:20]([OH:22])=[O:21])[CH2:3]1

참가 물질

6

반응물 2

HCID 3939Lithium HydroxideHCID 86708915Methyl 2-(4-methyl-1,1-dioxido-6-(2,4,6-trichlorophenyl)-1,2,6-thiadiazinan-2-yl)acetate

생성물 1

HCID 867089162-(4-Methyl-1,1-dioxido-6-(2,4,6-trichlorophenyl)-1,2,6-thiadiazinan-2-yl)acetic acid수율 95.5%

시약·촉매·용매 3

HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

To methyl 2-(4-methyl-1,1-dioxido-6-(2,4,6-trichlorophenyl)-1,2,6-thiadiazinan-2-yl)acetate (2.3 g, 5.4 mmol) in THF (12 mL) and MeOH (12 mL), was dropwisely added LiOH (1.1 g, 27.0 mmol) in H2O. The reaction mixture was agitated for 3 hr at room temperature. After the completion of the reaction, the resultant was concentrated and its pH was adjusted down to 3 with 2 N HCl after the addition of water. The resultant was extracted with EtOAc, dried over Na2SO4, filtered and concentrated under reduced pressure, giving the title compound (2.0 g, y=83%, solid). 1H NMR (300 MHz, CDCl3) δ 7.42 (d, J=2.4 Hz, 1H), 7.38 (d, J=2.4 Hz, 1H), 4.53 (d, J=17 Hz, 1H), 4.16-3.88 (m, 4H), 3.40-3.38 (m, 1H), 3.20-3.15 (m, 1H), 2.57-2.11 (m, 1H), 0.93 (d, J=7.1 Hz, 3H).

후처리

  1. customAfter the completion of the reaction
  2. concentrationthe resultant was concentrated
  3. additionafter the addition of water
  4. extractionThe resultant was extracted with EtOAc
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-b68d6403e40c425eb28bc5233566b791
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073906B2

반응 노트

불러오는 중…