Water → HCID 11502325, 화합물

HRID 505927노트

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HRID 505927 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][C:16]=3[N+:18]([O-:20])=[O:19])[NH:11][C:10]=2[CH3:21])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].O.Br[CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32]>C(#N)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8][C:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][C:16]=3[N+:18]([O-:20])=[O:19])[N:11]([CH2:30][C:31]([O:33][CH2:34][CH3:35])=[O:32])[C:10]=2[CH3:21])=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 116021623-(4-Chlorophenylsulfanyl)-2-methyl-4-nitro-1H-indole

생성물 1

HCID 11502325HCID 11502325, 화합물

시약·촉매·용매 1

HCID 6342Acetonitrile용매3회

반응 조건

온도
50 °C

실험 절차

3-(4-Chlorophenylsulfanyl)-2-methyl-4-nitro-1H-indole (3.76 kg, 11.8 mol) and potassium carbonate (1.80 kg, 13.0 mol) were suspended in acetonitrile (32.7 kg). Water (0.53 kg) and a solution of ethyl bromoacetate (2.17 kg, 13.0 mol) in acetonitrile (5.75 kg) were added followed by an acetonitrile line rinse (2.97 kg). The mixture was heated at 50° C. for 6 hours then allowed to cool to 20° C. and held at this temperature overnight. Water (35.4 kg) was added to the reaction mixture and stirring continued for 30 minutes at 15° C. The solid product was collected by filtration, washed with acetonitrile (2.95 kg) then dried in a vacuum oven at 40° C. to afford [3-(4-chlorophenylsulfanyl)-2-methyl-4-nitro-1H-indol-1-yl]acetic acid, ethyl ester as a bright yellow solid, 4.33 kg (91%).

후처리

  1. washrinse (2.97 kg)
  2. temperatureto cool to 20° C.
  3. customheld at this temperature overnight
  4. additionWater (35.4 kg) was added to the reaction mixture
  5. filtrationThe solid product was collected by filtration
  6. washwashed with acetonitrile (2.95 kg)
  7. customthen dried in a vacuum oven at 40° C.

출처 및 근거

ORD 기록
ord-2ec6444dbbc143fd9fe36e39eb337bd2
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07781598B2

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