Chloroacetyl chloride → 6-Di-n-butylamino-2-(6-di-n-butylamino-3-oxo-2(3H)-benzofuranylidene)-3(2H)-benzofuranone

HRID 1274523

반응식

HRID 1274523 반응식
[CH2:1]([N:5]([CH2:13][CH2:14][CH2:15][CH3:16])[C:6]1[CH:7]=[C:8]([OH:12])[CH:9]=[CH:10][CH:11]=1)[CH2:2][CH2:3][CH3:4].Cl[CH2:18][C:19](Cl)=[O:20]>C(Cl)(Cl)Cl>[CH2:1]([N:5]([CH2:13][CH2:14][CH2:15][CH3:16])[C:6]1[CH:11]=[CH:10][C:9]2[C:19](=[O:20])[C:18](=[C:18]3[C:19](=[O:20])[C:9]4[CH:10]=[CH:11][C:6]([N:5]([CH2:13][CH2:14][CH2:15][CH3:16])[CH2:1][CH2:2][CH2:3][CH3:4])=[CH:7][C:8]=4[O:12]3)[O:12][C:8]=2[CH:7]=1)[CH2:2][CH2:3][CH3:4]

참가 물질

4

반응물 2

HCID 6577Chloroacetyl chlorideHCID 601234N,N-Dibutyl-3-aminophenol

생성물 1

HCID 544925536-Di-n-butylamino-2-(6-di-n-butylamino-3-oxo-2(3H)-benzofuranylidene)-3(2H)-benzofuranone

시약·촉매·용매 1

HCID 6212Chloroform용매3회

실험 절차

1.8 g (8.1 mmol) of 3-di-n-butylamino-phenol are dissolved in 20 ml of dry chloroform with exclusion of moisture. 0.7 ml (8.8 mmol) of chloroacetyl chloride is added dropwise with vigorous stirring. Silica gel (about 10 g in total) is then allowed to trickle in until a large proportion of the reaction solution has been absorbed, and the mixture is boiled under reflux for 15 hours. Finally, the solid is filtered off and washed with chloroform until the wash solution remains virtually colourless. The organic phases are combined. After the solvent has been stripped off on a rotary evaporator, 1.4 g of a dark brown, highly viscous crude product are obtained. Working up of the crude product by column chromatography over silica gel using chloroform as the solvent gives the oxindigo colorant as a red-violet fraction in the first runnings. After the chloroform has been stripped off, the resulting colorant is dried under an oil pump vacuum at 75° C. for 5 hours.

후처리

  1. customhas been absorbed
  2. temperatureunder reflux for 15 hours
  3. filtrationFinally, the solid is filtered off
  4. washwashed with chloroform until the wash solution
  5. customAfter the solvent has been stripped off on a rotary evaporator, 1.4 g of a dark brown, highly viscous crude product
  6. customare obtained
  7. customgives the oxindigo colorant as a red-violet fraction in the first runnings
  8. customthe resulting colorant is dried under an oil pump vacuum at 75° C. for 5 hours

출처 및 근거

ORD 기록
ord-387728e2f1d4409fa27033da663818c9
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06156914

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