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Acetoacetanilide: Aniline in Ether with Diketene Added Slowly (Gleason, Standard Oil Development, US 2,174,239)
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Charlie

31. Oktoba 2026DE
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Acetoacetanilide: Aniline in Ether with Diketene Added Slowly (Gleason, Standard Oil Development, US 2,174,239)

Diketene and aniline join into acetoacetanilide, the coupling component of Hansa yellow, but neat they react so violently that the product is poor. Gleason tamed the reaction by diluting both in ether and adding the diketene slowly; the anilide simply crystallises out. Result: crystals of acetoacetanilide. Source: Gleason, US 2,174,239 (Standard Oil Development, 1939). Not given: yield. Picture drawn by Youblob.
Kati
1 day

Maagizo

1

Dissolve the aniline

Dissolve 1 part by weight of aniline in about 5 parts of ether at room temperature.

Vifaa kwa hatua hii:

AniliniAnilini1 part by weight

Zana zinazohitajika:

Dietili ethaDietili etha
Chupa yenye chini cha mviringoChupa yenye chini cha mviringo
Mizani ya mizani-mbiliMizani ya mizani-mbili
2

Add diketene slowly

Add 1 part of diketene slowly with stirring. Keep it at room temperature or a little above, never even locally above 80-100 C; cool if needed.

Vifaa kwa hatua hii:

Dimeri ya ketiniDimeri ya ketini1 part by weight

Zana zinazohitajika:

Funeli ya KutenganishaFuneli ya Kutenganisha
KipimajotoKipimajoto
3

Let it crystallise

When the reaction is over, let the liquid stand; acetoacetanilide crystallises.

Zana zinazohitajika:

Chupa yenye chini cha mviringoChupa yenye chini cha mviringo
4

Collect and wash

Decant or filter off the crystals and wash them with a little cold ether.

Zana zinazohitajika:

Kifaneli cha Büchner (kauri)Kifaneli cha Büchner (kauri)
Karatasi ya KuchujaKaratasi ya Kuchuja
Dietili ethaDietili etha

Vifaa

2
  • 1
    Anilini
    1 part by weight
    Kishikilia Nafasi
  • 2
    Dimeri ya ketini
    1 part by weight
    Kishikilia Nafasi

Zana Zinazohitajika

7

Mchoro huu unatengeneza

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Kishikilia nafasi

Asetoasetanilidi

Free

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1

Blueprint zinazohusiana

Blueprint hizi zinashiriki maarifa — mbinu, vifaa au kanuni

Diketene: Acetone Pyrolysed in Copper at 650 C, Ketene Caught Cold in Acetone and Left to Dimerise (Law, Carbide, US 2,019,983)
Hatari

Diketene: Acetone Pyrolysed in Copper at 650 C, Ketene Caught Cold in Acetone and Left to Dimerise (Law, Carbide, US 2,019,983)

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