Methanol → HCID 59823517, 화합물

HRID 1426865노트

반응식

HRID 1426865 반응식
[H-].[Na+].[NH2:3][C:4]1[C:9]([CH3:10])=[CH:8][C:7]([OH:11])=[C:6]([CH3:12])[CH:5]=1.Cl[C:14]1[S:15][C:16]([Cl:20])=[C:17]([Cl:19])[N:18]=1.CO>CN(C)C=O.C(OCC)(=O)C.O>[Cl:19][C:17]1[N:18]=[C:14]([O:11][C:7]2[C:6]([CH3:12])=[CH:5][C:4]([NH2:3])=[C:9]([CH3:10])[CH:8]=2)[S:15][C:16]=1[Cl:20]

참가 물질

8

반응물 4

HCID 887MethanolHCID 24758Sodium hydrideHCID 765444-Amino-2,5-dimethylphenolHCID 3016564Trichlorothiazole

생성물 1

HCID 59823517HCID 59823517, 화합물수율 55.3%

시약·촉매·용매 3

HCID 962Water용매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
100 °C

실험 절차

1.3 g (33 mmol) sodium hydride (60% in oil) were added portionwise to a solution of 4.1 g (30.0 mmol) of 4-amino-2,5-dimethylphenol in 30 ml of dimethylformamide. After the gas evolution has stopped, 5.6 g (30 mmol) of 2,4,5-trichloro-1,3-thiazole were added and the reaction mixture was stirred for 1 h at 100° C. At ambient temperature 0.5 ml methanol, 10 ml of water and 100 ml of ethyl acetate were added successively. The organic layer was separated, the watery layer extracted with ethyl acetate and the combined organic layers were dried over magnesium sulfate. Concentration in vacuo and column chromatographie (petroleum ether/acetone 4/1) yielded 4.8 g (16.6 mmol, 55%) of 4-[(4,5-dichloro-1,3-thiazol-2-yl)oxy]-2,5-dimethylaniline log P (pH=2.3)=3.4

후처리

  1. customThe organic layer was separated
  2. extractionthe watery layer extracted with ethyl acetate
  3. dry with materialthe combined organic layers were dried over magnesium sulfate
  4. concentrationConcentration in vacuo and column chromatographie (petroleum ether/acetone 4/1)

출처 및 근거

ORD 기록
ord-cc9423bda7674ec0b551325e47a5ddde
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933107B2

반응 노트

불러오는 중…