Ammonia → 2-Amino-5-[4'-(amino)anilino]-1,4-benzoquinone

HRID 2398015ノート

反応式

HRID 2398015 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([OH:10])[CH:5]=[CH:6][C:7]=1[O:8]C.N.OO.Cl.Cl.[C:16]1([NH2:23])[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=1>CC(C)=O.O>[NH2:1][C:2]1[C:7](=[O:8])[CH:6]=[C:5]([NH:22][C:19]2[CH:20]=[CH:21][C:16]([NH2:23])=[CH:17][CH:18]=2)[C:4](=[O:10])[CH:3]=1

参加物

7

反応物 4

HCID 222AmmoniaHCID 784Hydrogen PeroxideHCID 122051,4-Diaminobenzene dihydrochlorideHCID 203418413-Amino-4-methoxyphenol

生成物 1

HCID 234675252-Amino-5-[4'-(amino)anilino]-1,4-benzoquinone

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

0.75 mole (10.5 g) of 3-amino-4-methoxy phenol is dissolved in 50 cc of acetone to which have been added 50 cc of ammonia (22° Be) and 250 cc of H2O2 (20 volumes). To this solution there is immediately added 0.05 mole (9.0 g) of paraphenylene diamine dihydrochloride in solution in 100 cc of water. The resulting reaction mixture is agitated for two hours at ambient temperature at which time the reaction mixture is filtered to recover the precipitate which has formed. After recrystallizing the precipitate in ethylacetate and washing the recrystallized product initially with a little methyl cellosolve and then with a little ether, 2-amino-5-[4'-(amino)anilino]-1,4-benzoquinone is obtained which is chromatographically pure and which melts with decomposition above 260° C.

後処理

  1. customThe resulting reaction mixture
  2. filtrationis filtered
  3. customto recover the precipitate which
  4. customhas formed
  5. customAfter recrystallizing the precipitate in ethylacetate
  6. washwashing the recrystallized product initially with a little methyl cellosolve

出典と根拠

ORDレコード
ord-6c52f6597c064dac9f32ba30a2e61011
出典データセット
uspto-grants-1977_05
特許番号
US04023926

反応ノート

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